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Diels–Alder Reaction of Tropones with Arynes: Synthesis of Functionalized Benzobicyclo[3.2.2]nonatrienones

https://doi.org/10.1021/jo500819w
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What this work says

Outgoing claims: the papers this work cites, builds on, or argues with.

inferredcites →https://doi.org/10.1002/9783527627325.ch12openalex-snapshot
Arylation Reactions Involving the Formation of Arynes
inferredcites →https://doi.org/10.1002/ajoc.201200142openalex-snapshot
A Closer Look at Aryne Chemistry: Details that Remain Mysterious
inferredcites →https://doi.org/10.1002/anie.201106984openalex-snapshot
Arynes in Transition‐Metal‐Free Multicomponent Coupling Reactions
inferredcites →https://doi.org/10.1002/anie.201107485openalex-snapshot
Arynes and Cyclohexyne in Natural Product Synthesis
inferredcites →https://doi.org/10.1002/anie.201209601openalex-snapshot
Catalytic Asymmetric [8+2] Cycloaddition: Synthesis of Cycloheptatriene‐Fused Pyrrole Derivatives
inferredcites →https://doi.org/10.1002/ejoc.201300470openalex-snapshot
Aryne Cycloaddition Reactions in the Synthesis of Large Polycyclic Aromatic Compounds
inferredcites →https://doi.org/10.1007/s00214-011-1039-0openalex-snapshot
Biradical processes in reactions between benzyne and tropone
inferredcites →https://doi.org/10.1016/s0040-4020(01)98127-xopenalex-snapshot
Reactions of dehydrobenzene—III
inferredcites →https://doi.org/10.1016/s0040-4039(01)88005-9openalex-snapshot
Reactions of dehydrobenzene II. 7,8-Benzobicyclo-[4.2.1]nona-2,4,7-trien-9-one; a 1,6-cycloaddition product of dehydrobenzene
inferredcites →https://doi.org/10.1021/ar50136a004openalex-snapshot
Revival of troponoid chemistry
inferredcites →https://doi.org/10.1021/cr200478hopenalex-snapshot
A Comprehensive History of Arynes in Natural Product Total Synthesis
inferredcites →https://doi.org/10.1021/cr50001a002openalex-snapshot
Tropones and Tropolones
inferredcites →https://doi.org/10.1021/ja00173a067openalex-snapshot
Synthetic studies on transition-metal-mediated higher order cycloaddition reactions: highly stereoselective construction of substituted bicyclo[4.4.1]undecane systems
inferredcites →https://doi.org/10.1021/ja00198a087openalex-snapshot
Application of an intramolecular tropone-alkene photocyclization to the total synthesis of (.+-.)-dactylol
inferredcites →https://doi.org/10.1021/ja00987a074openalex-snapshot
Reaction of tropone with benzyne. Formation and photoisomerization of 6,7-benzobicyclo[3.2.2]nona-3,6,8-trien-2-one
inferredcites →https://doi.org/10.1021/ja4122268openalex-snapshot
Metal-Catalyzed [6 + 3] Cycloaddition of Tropone with Azomethine Ylides: A Practical Access to Piperidine-Fused Bicyclic Heterocycles
inferredcites →https://doi.org/10.1021/ja500878copenalex-snapshot
Cu(I)-Catalyzed Regio- and Stereoselective [6 + 3] Cycloaddition of Azomethine Ylides with Tropone: An Efficient Asymmetric Access to Bridged Azabicyclo[4.3.1]decadienes
inferredcites →https://doi.org/10.1021/ja806979bopenalex-snapshot
Asymmetric Synthesis of Bicyclo[4.3.1]decadienes and Bicyclo[3.3.2]decadienes via [6 + 3] Trimethylenemethane Cycloaddition with Tropones
inferredcites →https://doi.org/10.1021/ja908127fopenalex-snapshot
Lewis Acid Catalyzed Inverse-Electron-Demand Diels−Alder Reaction of Tropones
inferredcites →https://doi.org/10.1021/jo00083a034openalex-snapshot
Exploratory Synthetic Studies Involving the Tricyclo[9.3.0.02,8]tetradecane Ring System Peculiar to the Cyathins
inferredcites →https://doi.org/10.1021/jo00134a011openalex-snapshot
The total synthesis of prostaglandins by the tropolone route
inferredcites →https://doi.org/10.1021/jo00145a054openalex-snapshot
A novel entry into the bicyclo[5.4.0]undecane ring system
inferredcites →https://doi.org/10.1021/jo00168a055openalex-snapshot
Short synthesis of bicyclo[3.2.2]nona-3,6,8-trien-2-one
inferredcites →https://doi.org/10.1021/jo00264a017openalex-snapshot
Mechanistic and preparative studies of the intramolecular photocyclization of methylated 2-(4-pentenyl)tropones
inferredcites →https://doi.org/10.1021/jo00390a042openalex-snapshot
A new approach to the cedrane ring system via intramolecular [4 + 2] tropone-olefin cycloaddition. Total synthesis of (.+-.)-.alpha.- and .beta.-pipitzol
inferredcites →https://doi.org/10.1021/jo0602221openalex-snapshot
Facile N-Arylation of Amines and Sulfonamides and O-Arylation of Phenols and Arenecarboxylic Acids
inferredcites →https://doi.org/10.1021/jo0615706openalex-snapshot
An N-Heterocyclic Carbene-Catalyzed [8 + 3] Annulation of Tropone and Enals via Homoenolate
inferredcites →https://doi.org/10.1021/ol000007lopenalex-snapshot
Unusual [8 + 2] Annelation in the Reactions of Allenic Ester/Ketone-Derived 1,3-Dipoles with Tropone
inferredcites →https://doi.org/10.1021/ol016814hopenalex-snapshot
Application of Lewis Acid Catalyzed Tropone [6+4] Cycloadditions to the Synthesis of the Core of CP-225,917
inferredcites →https://doi.org/10.1021/ol0361406openalex-snapshot
Facile O-Arylation of Phenols and Carboxylic Acids
inferredcites →https://doi.org/10.1021/ol050443dopenalex-snapshot
A Phosphine-Catalyzed [3+6] Annulation Reaction of Modified Allylic Compounds and Tropone
inferredcites →https://doi.org/10.1021/ol051316kopenalex-snapshot
Total Synthesis of (−)-Colchicine via a Rh-Triggered Cycloaddition Cascade
inferredcites →https://doi.org/10.1021/ol200910zopenalex-snapshot
Trapping Intermediates in an [8 + 2] Cycloaddition Reaction with the Help of DFT Calculations
inferredcites →https://doi.org/10.1021/ol301742kopenalex-snapshot
A Practical and General Diels–Alder Reaction of Pentafulvenes with Arynes
inferredcites →https://doi.org/10.1021/ol302997qopenalex-snapshot
Efficient Diels–Alder Reaction of 1,2-Benzoquinones with Arynes and Its Utility in One-Pot Reactions
inferredcites →https://doi.org/10.1021/ol4020656openalex-snapshot
Regio- and Diastereoselective Stepwise [8 + 3]-Cycloaddition Reaction between Tropone Derivatives and Donor–Acceptor Cyclopropanes
inferredcites →https://doi.org/10.1021/ol4033094openalex-snapshot
Efficient Synthesis of 9-Aryldihydrophenanthrenes by a Cascade Reaction Involving Arynes and Styrenes
inferredcites →https://doi.org/10.1021/ol901499bopenalex-snapshot
Access to a Welwitindolinone Core Using Sequential Cycloadditions
inferredcites →https://doi.org/10.1039/c0cc01619eopenalex-snapshot
Formal synthesis of platencin
inferredcites →https://doi.org/10.1039/c1cc10683jopenalex-snapshot
Inter- and intramolecular hydroacylation of alkenes employing a bifunctional catalyst system
inferredcites →https://doi.org/10.1039/c2cs15310fopenalex-snapshot
Recent advances in transition-metal-free carbon–carbon and carbon–heteroatom bond-forming reactions using arynes
inferredcites →https://doi.org/10.1039/c2ob26673copenalex-snapshot
Use of benzynes for the synthesis of heterocycles
inferredcites →https://doi.org/10.1039/c3cc45552aopenalex-snapshot
Ni-Catalyzed [8+3] cycloaddition of tropones with 1,1-cyclopropanediesters
inferredcites →https://doi.org/10.1055/s-0031-1290401openalex-snapshot
Aryne Insertion Reactions into Carbon-Carbon σ-Bonds
inferredcites →https://doi.org/10.1055/s-2005-872696openalex-snapshot
First Intramolecular [6+4] Cycloaddition of Tropone and a Furan Moiety: Rapid Entry into a Highly Functionalized Ingenane Skeleton
inferredcites →https://doi.org/10.1080/00304940809458089openalex-snapshot
RECENT APPLICATIONS OF ARYNE CHEMISTRY TO ORGANIC SYNTHESIS. A REVIEW
inferredcites →https://doi.org/10.1246/bcsj.20090245openalex-snapshot
Aryne, ortho-Quinone Methide, and ortho-Quinodimethane: Synthesis of Multisubstituted Arenes Using the Aromatic Reactive Intermediates
inferredcites →https://doi.org/10.1246/bcsj.33.1247openalex-snapshot
Tropones. V. Addition Reaction of Tropone and Maleic Anhydride
inferredcites →https://doi.org/10.1246/bcsj.61.2393openalex-snapshot
Novel Preparation of 1- and 3-Substituted Bicyclo[3.2.2]nona-3,6,8-trien-2-ones from Tropones and 2,3-Bis(methoxycarbonyl)-7-oxabicyclo[2.2.1]heptadiene by High-Pressure Cydoaddition-Thermal Cycloreversion Procedure
inferredcites →https://doi.org/10.1246/bcsj.61.573openalex-snapshot
Thermal Cycloaddition Reaction of Tropone to 1,1-Diethoxyethene. Structure Revision of Cantrell’s Diels–Alder Adduct
inferredcites →https://doi.org/10.1246/bcsj.63.2257openalex-snapshot
High-Pressure Cycloaddition of Tropones to Ethoxyethene. An Occurrence of [4+2] and [8+2] Cycloadditions
inferredcites →https://doi.org/10.1246/bcsj.64.2778openalex-snapshot
Synthetic Photochemistry. LVII. Facile Photochemical Construction of Hexahydro-as-indacene Skeleton, a Carbon Framework of Ikarugamycin, from High-Pressure Diels–Alder Adducts of Tropones–Cyclopentenone
inferredcites →https://doi.org/10.1246/cl.1983.1211openalex-snapshot
FLUORIDE-INDUCED 1,2-ELIMINATION OF O -TRIMETHYLSILYLPHENYL TRIFLATE TO BENZYNE UNDER MILD CONDITIONS
inferredcites →https://doi.org/10.3987/rev-11-724openalex-snapshot
Reaction of Arynes with Carbon-Heteroatom Double Bonds

What points at this work

Incoming claims: where this work appears in other papers’ reference lists and arguments.

inferred← citeshttps://doi.org/10.2139/ssrn.4814175openalex-extracted
Discovery of Colchicine Aryne Cyclo-Adduct as a Potent Molecule for the Abrogation of Epithelial to Mesenchymal Transition Via Modulating Cell Cycle Regulatory Cdk-2 and Cdk-4 Kinases
inferred← citeshttps://doi.org/10.1002/9783527823086.ch1openalex-snapshot
Introduction to the Chemistry of Arynes
inferred← citeshttps://doi.org/10.1002/adsc.201500829openalex-snapshot
Sequential Functionalization of the OH and C(sp2)O Bonds of Tropolones by Alkynes and N‐Sulfonyl Azides
inferred← citeshttps://doi.org/10.1002/ajoc.201402152openalex-snapshot
Direct Assembly of Benzo[a]carbazole‐5‐carboxylates via a Diels–Alder Reaction with Arynes and 3‐Alkenylindoles
inferred← citeshttps://doi.org/10.1002/ange.201909213openalex-snapshot
Über bislang nicht beachtete Parallelen in der Reaktivität von Arinen und Donor‐Akzeptor‐Cyclopropanen
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Strained Dehydro‐[2,2]‐paracyclophane Enabled Planar Chirality Construction and [2.2]Paracyclophane Functionalization
inferred← citeshttps://doi.org/10.1002/anie.201909213openalex-snapshot
Uncovering the Neglected Similarities of Arynes and Donor–Acceptor Cyclopropanes
inferred← citeshttps://doi.org/10.1002/anie.202420667openalex-snapshot
Strained Dehydro‐[2,2]‐paracyclophane Enabled Planar Chirality Construction and [2.2]Paracyclophane Functionalization
inferred← citeshttps://doi.org/10.1002/chem.202301223openalex-snapshot
The Origin of Catalysis and Regioselectivity of Lewis Acid‐Catalyzed Diels‐Alder Reactions with Tropone**
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ChemInform Abstract: Diels—Alder Reaction of Tropones with Arynes: Synthesis of Functionalized Benzobicyclo[3.2.2]nonatrienones.
inferred← citeshttps://doi.org/10.1002/ejoc.201500456openalex-snapshot
2,2′‐Bis‐substituted Biphenyls by the Addition of Nucleophiles to Benzyne Followed by In Situ Oxidative Homocoupling
inferred← citeshttps://doi.org/10.1002/ejoc.201600334openalex-snapshot
Direct Assembly of Benzo[e]indoles by Diels–Alder Reaction of Arynes and 2‐Vinylpyrroles
inferred← citeshttps://doi.org/10.1002/open.202500011openalex-snapshot
Studies Concerned with the Structure and Synthesis of the Anti‐viral Tropolone Glycoside Liriosmaside A
inferred← citeshttps://doi.org/10.1002/slct.202200440openalex-snapshot
Synthesis of Substituted Tropones and Advancement for the Construction of Structurally Significant Skeletons
inferred← citeshttps://doi.org/10.1002/slct.202302543openalex-snapshot
[8+2]‐Cycloaddition Reaction of Carbamates and N ‐Sulfonyl azaheptafulvenes
inferred← citeshttps://doi.org/10.1016/b978-0-323-85153-4.00002-2openalex-snapshot
Pericyclic reactions including [2 + 2], [3 + 2], and [4 + 2] cycloadditions
inferred← citeshttps://doi.org/10.1016/b978-0-323-96025-0.00177-0openalex-snapshot
Intermolecular Diels–Alder Reactions
inferred← citeshttps://doi.org/10.1016/j.bioorg.2024.107581openalex-snapshot
Discovery of colchicine aryne cycloadduct as a potent molecule for the abrogation of epithelial to mesenchymal transition via modulating cell cycle regulatory CDK-2 and CDK-4 kinases in breast cancer cells
inferred← citeshttps://doi.org/10.1016/j.molstruc.2025.143025openalex-snapshot
Formal [4 + 2] cycloaddition for straightforward construction of diverse bridged dihydroethanobenzo[7]annulenes
inferred← citeshttps://doi.org/10.1016/j.tet.2016.11.028openalex-snapshot
Direct construction of xanthene and benzophenone derivatives via Brønsted acid controlled Diels-Alder reaction of 3-vinylchromones and arynes
inferred← citeshttps://doi.org/10.1016/j.tet.2024.134378openalex-snapshot
Catalyst-controlled switchable formal retro-Büchner reaction for the divergent synthesis of benzo[b]azepines and 1, 3-conjugated dienes
inferred← citeshttps://doi.org/10.1016/j.tetlet.2015.03.005openalex-snapshot
α-Monoarylation and tandem arylation–insertion of malonates with arynes
inferred← citeshttps://doi.org/10.1016/j.tetlet.2015.08.019openalex-snapshot
The insertion of arynes into the O–H bond of aliphatic carboxylic acids
inferred← citeshttps://doi.org/10.1016/j.tetlet.2018.08.006openalex-snapshot
Formal aza-Michael additions to tropone: Addition of diverse aryl- and alkylamines to tricarbonyl(tropone)iron and [(C7H7O)Fe(CO)3]BF4
inferred← citeshttps://doi.org/10.1021/acs.accounts.6b00188openalex-snapshot
Employing Arynes in Diels–Alder Reactions and Transition-Metal-Free Multicomponent Coupling and Arylation Reactions
inferred← citeshttps://doi.org/10.1021/acs.chemrev.0c01011openalex-snapshot
o -Silylaryl Triflates: A Journey of Kobayashi Aryne Precursors
inferred← citeshttps://doi.org/10.1021/acs.joc.1c00487openalex-snapshot
Atom-Economic Synthesis of Highly Functionalized Bridged Ring Systems Initiated by Ring Expansion of Indene-1,3-dione
inferred← citeshttps://doi.org/10.1021/acs.joc.4c01579openalex-snapshot
Substrate-Controlled [8 + 3] Cycloaddition of Tropsulfimides and Tropones with Zwitterionic Allenyl Palladium Species Derived from Vinylidenecyclopropane-diesters
inferred← citeshttps://doi.org/10.1021/acs.joc.4c01738openalex-snapshot
Total Syntheses of the Tropolone-Containing Sesquiterpene Olaximbriside A and Its Decarbonylated Counterpart Olaximbriside B
inferred← citeshttps://doi.org/10.1021/acs.joc.4c01919openalex-snapshot
Construction of Naphtho[2,1-d]oxazoles and 1,4-Epoxyisoquinolines via Regioselectivity-Switchable Diels–Alder Reaction of 4-Alkenyloxazoles with Arynes
inferred← citeshttps://doi.org/10.1021/acs.joc.5b00226openalex-snapshot
Modular Assembly of Furotropones and Benzofurotropones, and Study of Their Physicochemical Properties
inferred← citeshttps://doi.org/10.1021/acs.joc.5b01223openalex-snapshot
Construction of Benzo[c]carbazoles and Their Antitumor Derivatives through the Diels–Alder Reaction of 2-Alkenylindoles and Arynes
inferred← citeshttps://doi.org/10.1021/acs.joc.5b02907openalex-snapshot
Insertion of N-Tosylacetimidates/Acetimidamides onto Arynes via [2 + 2] Cycloaddition
inferred← citeshttps://doi.org/10.1021/acs.joc.6b00111openalex-snapshot
Transition-Metal-Free Synthesis of N-Aryl Hydroxamic Acids via Insertion of Arynes
inferred← citeshttps://doi.org/10.1021/acs.joc.9b00488openalex-snapshot
Tandem α-Arylation/Cyclization of 4-Haloacetoacetates with Arynes: A Metal-Free Approach toward 4-Aryl-3-(2H)-furanones
inferred← citeshttps://doi.org/10.1021/acs.joc.9b00899openalex-snapshot
Copper-Catalyzed [4+2] Cycloaddition of 9H-Cyclohepta[b]pyridine-9-one and Electron-Rich Alkenes
inferred← citeshttps://doi.org/10.1021/acs.orglett.0c00810openalex-snapshot
Gold(I)-Catalyzed [8+4] Cycloaddition of 1,4-All-Carbon Dipoles with Tropone
inferred← citeshttps://doi.org/10.1021/acs.orglett.1c02662openalex-snapshot
Three-Component, Diastereoselective [6 + 3] Annulation of Tropone, Imino Esters, and Arynes
inferred← citeshttps://doi.org/10.1021/acs.orglett.3c04080openalex-snapshot
Exploring Heterotropones and Examining Their Propensity to Undergo [4 + 2] Cycloadditions
inferred← citeshttps://doi.org/10.1021/acs.orglett.5b03236openalex-snapshot
Multicomponent Coupling Cyclization Access to Cinnolines via in Situ Generated Diazene with Arynes, and α-Bromo Ketones
inferred← citeshttps://doi.org/10.1021/acs.orglett.7b03072openalex-snapshot
Decarbethoxylative Arylation Employing Arynes: A Metal-Free Pathway to Arylfluoroamides
inferred← citeshttps://doi.org/10.1021/acs.orglett.7b03789openalex-snapshot
Construction of Polycyclic Indole Derivatives via Multiple Aryne Reactions with Azaheptafulvenes
inferred← citeshttps://doi.org/10.1021/acs.orglett.8b01354openalex-snapshot
Nickel(II)-Catalyzed [8 + 3]-Cycloaddition of 2-Aryl- N -tosylaziridines with Tropone
inferred← citeshttps://doi.org/10.1021/acs.orglett.9b03417openalex-snapshot
Construction of Eight-Membered Cyclic Diaryl Sulfides via Domino Reaction of Arynes with Thioaurone Analogues and DFT Study on the Reaction Mechanism
inferred← citeshttps://doi.org/10.1021/acsomega.3c03560openalex-snapshot
Quantum Chemical Study of the Cycloaddition Reaction of Tropone with 1,1-Diethoxyethene Catalyzed by B(C6F5)3 or BPh3
inferred← citeshttps://doi.org/10.1021/ja5105206openalex-snapshot
Ni(NHC)]-Catalyzed Cycloaddition of Diynes and Tropone: Apparent Enone Cycloaddition Involving an 8π Insertion
inferred← citeshttps://doi.org/10.1021/jacs.5c01808openalex-snapshot
Chiral Phosphoric Acid-Catalyzed Enantioselective Higher-Order Cycloadditions: Temperature-Dependent Periselectivity
inferred← citeshttps://doi.org/10.1021/jacs.6c11380openalex-snapshot
Substituent Control of Peri- and Regioselectivity in Enantioselective Aminocatalyzed Cycloadditions of Tropone Derivatives
inferred← citeshttps://doi.org/10.1021/ol501579dopenalex-snapshot
Tandem [4 + 2]/[2 + 2] Cycloaddition Reactions Involving Indene or Benzofurans and Arynes
inferred← citeshttps://doi.org/10.1021/ol503498nopenalex-snapshot
Straightforward Access to the [3.2.2]Nonatriene Structural Framework via Intramolecular Cyclopropenation/Buchner Reaction/Cope Rearrangement Cascade
inferred← citeshttps://doi.org/10.1039/c5ra11025dopenalex-snapshot
Construction of benzo[a]carbazole derivatives via Diels–Alder reaction of arynes with vinylindoles
inferred← citeshttps://doi.org/10.1039/c9ob01157aopenalex-snapshot
Aryne insertion into the PO bond: one-pot synthesis of quaternary phosphonium triflates
inferred← citeshttps://doi.org/10.1039/d1dt00988eopenalex-snapshot
Recyclable heterogeneous gold( i )-catalyzed oxidative ring expansion of alkynyl quinols: a practical access to tropone and its analogues
inferred← citeshttps://doi.org/10.1039/d1nj04295eopenalex-snapshot
One-pot synthesis of 3-substituted-3-hydroxyindolin-2-ones: three component coupling of N -protected isatin, aryne precursor and 1,3-cyclodione under metal-free conditions
inferred← citeshttps://doi.org/10.1039/d2qo00386dopenalex-snapshot
Tandem [5 + 1]/[8 + 2] cycloaddition reactions involving phosphiranes and tropones: facile access to 6,5,7-fused tricyclic skeletons
inferred← citeshttps://doi.org/10.1039/d4qo01298dopenalex-snapshot
Phosphine-controlled divergent reactions of MBH-carbonates with azaheptafulvenes: access to o -anilinyl diene and benzazepine derivatives
inferred← citeshttps://doi.org/10.1039/d5ra05481hopenalex-snapshot
Cycloaddition and functionalization reactions involving tropone
inferred← citeshttps://doi.org/10.1055/a-1863-8622openalex-snapshot
Aryne Annulations for the Synthesis of Carbocycles and Heterocycles: An Updated Review
inferred← citeshttps://doi.org/10.1055/a-1925-0108openalex-snapshot
Troponoid Compounds as Therapeutic Agents and as Targets and Templates for Chemical Synthesis
inferred← citeshttps://doi.org/10.26434/chemrxiv-2024-rs3lhopenalex-snapshot
Silicon-tethered colchicine aryne cyclo-adduct as a potent molecule for the abrogation of epithelial to mesenchymal transition via modulating cell cycle regulatory CDK-2 and CDK-4 kinases
inferred← citeshttps://doi.org/10.5059/yukigoseikyokaishi.77.145openalex-snapshot
Synthetic Aryne Chemistry toward Multicomponent Coupling
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