N-heterocyclic carbene-catalyzed [4 + 2] cyclization of 2-bromo-2-enal with 3-alkylenyloxindoles: efficient assembly of spirocarbocyclic oxindole
Published 2015 View Full Article
- Home
- Publications
- Publication Search
- Publication Details
Title
N-heterocyclic carbene-catalyzed [4 + 2] cyclization of 2-bromo-2-enal with 3-alkylenyloxindoles: efficient assembly of spirocarbocyclic oxindole
Authors
Keywords
-
Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 13, Issue 6, Pages 1829-1835
Publisher
Royal Society of Chemistry (RSC)
Online
2014-12-03
DOI
10.1039/c4ob01706d
References
Ask authors/readers for more resources
Related references
Note: Only part of the references are listed.- N-Heterocyclic Carbene-Catalyzed All Carbon-[4+2] Cyclocondensation ofα,β-Unsaturated Acyl Chlorides with 3-Alkylenyloxindoles
- (2014) Litao Shen et al. CHINESE JOURNAL OF CHEMISTRY
- N-Heterocyclic Carbene-Catalyzed [3+4] Cycloaddition and Kinetic Resolution of Azomethine Imines
- (2014) Ming Wang et al. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
- Organocatalytic [4 + 2] cyclocondensation of α,β-unsaturated acyl chlorides with imines: highly enantioselective synthesis of dihydropyridinone and piperidine derivatives
- (2014) Wen-Qiang Jia et al. ORGANIC & BIOMOLECULAR CHEMISTRY
- NHC-catalyzed oxidative γ-addition of α,β-unsaturated aldehydes to isatins: a high-efficiency synthesis of spirocyclic oxindole-dihydropyranones
- (2014) Rui Liu et al. ORGANIC & BIOMOLECULAR CHEMISTRY
- N-Heterocyclic Carbene/Lewis Acid Strategy for the Stereoselective Synthesis of Spirocyclic Oxindole–Dihydropyranones
- (2014) Zhaoxin Xiao et al. ORGANIC LETTERS
- Recent Advances in Asymmetric Organocatalytic Construction of 3,3′-Spirocyclic Oxindoles
- (2013) Liang Hong et al. ADVANCED SYNTHESIS & CATALYSIS
- Highly Enantioselective γ-Amination by N-Heterocyclic Carbene Catalyzed [4+2] Annulation of Oxidized Enals and Azodicarboxylates
- (2013) Xiang-Yu Chen et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- Functionalization of Benzylic C(sp3)H Bonds of Heteroaryl Aldehydes through N-Heterocyclic Carbene Organocatalysis
- (2013) Xingkuan Chen et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- N-Heterocyclic Carbene Catalyzed [4+2] Cycloaddition of Nitroalkenes with Oxodienes
- (2013) Xiang-Yu Chen et al. CHEMISTRY-A EUROPEAN JOURNAL
- Catalytic MBH reaction of β-substituted nitroalkenes with azodicarboxylates
- (2013) Xiang-Yu Chen et al. ORGANIC & BIOMOLECULAR CHEMISTRY
- Asymmetric Synthesis of Druglike Six-Membered Spirooxindoles through an Amino Enyne Catalysis
- (2013) D. B. Ramachary et al. ORGANIC LETTERS
- Organocatalytic Enantioselective γ-Aminoalkylation of Unsaturated Ester: Access to Pipecolic Acid Derivatives
- (2013) Jianfeng Xu et al. ORGANIC LETTERS
- NHC-Catalyzed Ester Activation: Access to Sterically Congested Spirocyclic Oxindoles via Reaction of α-Aryl Esters and Unsaturated Imines
- (2013) Yonggui Chi et al. SYNLETT
- A facile synthesis of tetrahydroimidazo[1,2-a]pyridines and tetrahydrobenzo[b]imidazo[1,2,3-ij][1,8]naphthyridines through NHC-catalyzed cascade annulations
- (2013) Changsheng Yao et al. RSC Advances
- An N-Heterocyclic Carbene/Lewis Acid Strategy for the Stereoselective Synthesis of Spirooxindole Lactones
- (2012) Julien Dugal-Tessier et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- Catalytic Asymmetric Cross-Aza-Benzoin Reactions of Aliphatic Aldehydes withN-Boc-Protected Imines
- (2012) Daniel A. DiRocco et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- Catalytic [4+2] Cyclization of α,β-Unsaturated Acyl Chlorides with 3-Alkylenyloxindoles: Highly Diastereo- and Enantioselective Synthesis of Spirocarbocyclic Oxindoles
- (2012) Li-Tao Shen et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- Desymmetrization of cyclohexadienones viad-camphor-derived triazolium salt catalyzed intramolecular Stetter reaction
- (2012) Min-Qiang Jia et al. CHEMICAL COMMUNICATIONS
- Isatins As Privileged Molecules in Design and Synthesis of Spiro-Fused Cyclic Frameworks
- (2012) Girija S. Singh et al. CHEMICAL REVIEWS
- Recent advances in organocatalytic methods for the synthesis of disubstituted 2- and 3-indolinones
- (2012) Renato Dalpozzo et al. CHEMICAL SOCIETY REVIEWS
- N-Heterocyclic-Carbene-Catalyzed Reaction of α-Bromo-α,β-Unsaturated Aldehyde or α,β-Dibromoaldehyde with Isatins: An Efficient Synthesis of Spirocyclic Oxindole-Dihydropyranones
- (2012) Changsheng Yao et al. CHEMISTRY-A EUROPEAN JOURNAL
- N-Heterocyclic Carbene Catalyzed Reactions of α-Bromo-α,β-unsaturated Aldehydes/α,β-Dibromoaldehydes with 1,3-Dinucleophilic Reagents
- (2012) Changsheng Yao et al. CHEMISTRY-A EUROPEAN JOURNAL
- Oxidative γ-Addition of Enals to Trifluoromethyl Ketones: Enantioselectivity Control via Lewis Acid/N-Heterocyclic Carbene Cooperative Catalysis
- (2012) Junming Mo et al. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
- Strategies for the enantioselective synthesis of spirooxindoles
- (2012) Nicolas R. Ball-Jones et al. ORGANIC & BIOMOLECULAR CHEMISTRY
- Enantioselective Activation of Stable Carboxylate Esters as Enolate Equivalents via N-Heterocyclic Carbene Catalysts
- (2012) Lin Hao et al. ORGANIC LETTERS
- Assembly of Spirooxindole Derivatives Containing Four Consecutive Stereocenters via Organocatalytic Michael–Henry Cascade Reactions
- (2012) Klaus Albertshofer et al. ORGANIC LETTERS
- NHC-catalyzed cascade synthesis of 1-substituted 4-aryl-tetrahydroquinoline-2,5-diones
- (2012) Changsheng Yao et al. TETRAHEDRON
- Extending NHC-Catalysis: Coupling Aldehydes with Unconventional Reaction Partners
- (2011) Akkattu T. Biju et al. ACCOUNTS OF CHEMICAL RESEARCH
- N-Heterocyclic Carbene-Catalyzed Cyclization of Unsaturated Acyl Chlorides and Ketones
- (2011) Li-Tao Shen et al. ADVANCED SYNTHESIS & CATALYSIS
- N-Heterocyclic Carbene-Catalyzed Enantioselective Annulation of Bromoenal and 1,3-Dicarbonyl Compounds
- (2011) Fang-Gang Sun et al. ADVANCED SYNTHESIS & CATALYSIS
- Highly Enantioselective Synthesis of α-Amino Acid Derivatives by an NHC-Catalyzed Intermolecular Stetter Reaction
- (2011) Thierry Jousseaume et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- Enantioselective Michael/Cyclization Reaction Sequence: Scaffold-Inspired Synthesis of Spirooxindoles with Multiple Stereocenters
- (2011) Yiming Cao et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- N-Heterocyclic Carbene Catalyzed Domino Reactions
- (2011) André Grossmann et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- Dioxindole in Asymmetric Catalytic Synthesis: Routes to Enantioenriched 3-Substituted 3-Hydroxyoxindoles and the Preparation of Maremycin A
- (2011) Giulia Bergonzini et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- A highly organocatalytic stereoselective double Michael reaction: efficient construction of optically enriched spirocyclic oxindoles
- (2011) Liang-Liang Wang et al. CHEMICAL COMMUNICATIONS
- N-Heterocyclic Carbene-Catalyzed Redox Reactions of α-Functionalized Aldehydes
- (2011) Zi-Qiang Rong et al. CURRENT ORGANIC CHEMISTRY
- N-Heterocyclic Carbene Catalyzed Reaction of Phthalaldehydes: Controllable Stereoselective Synthesis of Polyhydroxylated Spiro- and Fused Indenones Dictated by the Structure of NHC Catalysts
- (2011) Ying Cheng et al. JOURNAL OF ORGANIC CHEMISTRY
- Core-Structure-Motivated Design of a Phosphine-Catalyzed [3 + 2] Cycloaddition Reaction: Enantioselective Syntheses of Spirocyclopenteneoxindoles
- (2011) Bin Tan et al. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
- Asymmetric Catalysis of Diels–Alder Reactions with in Situ Generated Heterocyclicortho-Quinodimethanes
- (2011) Yankai Liu et al. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
- Enantioselective Diels–Alder Reactions of Enals and Alkylidene Diketones Catalyzed by N-Heterocyclic Carbenes
- (2011) Xinqiang Fang et al. ORGANIC LETTERS
- Formal Diels–Alder Reactions of Chalcones and Formylcyclopropanes Catalyzed by Chiral N-Heterocyclic Carbenes
- (2011) Hui Lv et al. ORGANIC LETTERS
- N-Heterocyclic carbene (NHC) catalyzed annulation of enals and vinyl ketones: a novel synthesis of [2H]-pyranones
- (2011) Vijay Nair et al. TETRAHEDRON LETTERS
- NHC triggered cascade metal-free synthesis of 2,3-diarylated indoles under solvent-free conditions
- (2011) Changsheng Yao et al. TETRAHEDRON LETTERS
- Cooperative Lewis acid/N-heterocyclic carbene catalysis
- (2011) Daniel T. Cohen et al. Chemical Science
- Catalytic Asymmetric Synthesis of Oxindoles Bearing a Tetrasubstituted Stereocenter at the C-3 Position
- (2010) Feng Zhou et al. ADVANCED SYNTHESIS & CATALYSIS
- Formal [3+2] Cycloaddition of Ketenes and Oxaziridines Catalyzed by Chiral Lewis Bases: Enantioselective Synthesis of Oxazolin-4-ones
- (2010) Pan-Lin Shao et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- N-heterocyclic carbene catalysed asymmetric cross-benzoin reactions of heteroaromatic aldehydes with trifluoromethyl ketones
- (2010) Dieter Enders et al. CHEMICAL COMMUNICATIONS
- Enantioselective [4+2] cycloaddition of ketenes and 1-azadienes catalyzed by N-heterocyclic carbenes
- (2010) Teng-Yue Jian et al. CHEMICAL COMMUNICATIONS
- Organocatalytic Tandem Reaction to Construct Six-Membered Spirocyclic Oxindoles with Multiple Chiral Centres through a Formal [2+2+2] Annulation
- (2010) Kun Jiang et al. CHEMISTRY-A EUROPEAN JOURNAL
- NHC-Mediated Chlorination of Unsymmetrical Ketenes: Catalysis and Asymmetry
- (2010) James Douglas et al. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
- N-Heterocyclic Carbene Catalyzed Asymmetric Hydration: Direct Synthesis of α-Protio and α-Deuterio α-Chloro and α-Fluoro Carboxylic Acids
- (2010) Harit U. Vora et al. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
- N-Heterocyclic Carbene-Catalyzed Cascade Reaction Involving the Hydroacylation of Unactivated Alkynes
- (2010) Akkattu T. Biju et al. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
- Asymmetric Quadruple Aminocatalytic Domino Reactions to Fused Carbocycles Incorporating a Spirooxindole Motif
- (2010) Kun Jiang et al. ORGANIC LETTERS
- A Direct Intermolecular Cross-Benzoin Type Reaction: N-Heterocyclic Carbene-Catalyzed Coupling of Aromatic Aldehydes with Trifluoromethyl Ketones
- (2009) Dieter Enders et al. ADVANCED SYNTHESIS & CATALYSIS
- N-Heterocyclic Carbene-Mediated Enantioselective Addition of Phenols to Unsymmetrical Alkylarylketenes
- (2009) Carmen Concellón et al. ADVANCED SYNTHESIS & CATALYSIS
- Targeting Structural and Stereochemical Complexity by Organocascade Catalysis: Construction of Spirocyclic Oxindoles Having Multiple Stereocenters
- (2009) Giorgio Bencivenni et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- N-Heterocyclic Carbene-Catalyzed Enantioselective Mannich Reactions with α-Aryloxyacetaldehydes
- (2009) Yasufumi Kawanaka et al. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
- Asymmetric Synthesis of Functionalized Cyclopentanones via a Multicatalytic Secondary Amine/N-Heterocyclic Carbene Catalyzed Cascade Sequence
- (2009) Stephen P. Lathrop et al. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
- Catalytic Asymmetric Intermolecular Stetter Reaction of Heterocyclic Aldehydes with Nitroalkenes: Backbone Fluorination Improves Selectivity
- (2009) Daniel A. DiRocco et al. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
- N-Heterocyclic Carbene-Catalyzed Hydroacylation of Unactivated Double Bonds
- (2009) Keiichi Hirano et al. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
- Asymmetric total syntheses of (+)- and (−)-versicolamide B and biosynthetic implications
- (2009) Kenneth A. Miller et al. Nature Chemistry
- Enantioselective Synthesis of β-Trifluoromethyl-β-lactones via NHC-Catalyzed Ketene−Ketone Cycloaddition Reactions
- (2009) Xiao-Na Wang et al. ORGANIC LETTERS
- Stereoselective Synthesis of Bicyclic Tertiary Alcohols with Quaternary Stereocenters via Intramolecular Crossed Benzoin Reactions Catalyzed byN-Heterocyclic Carbenes
- (2009) Tadashi Ema et al. ORGANIC LETTERS
- Organocatalytic Enantioselective Synthesis of Nitrogen-Substituted Dihydropyran-2-ones, a Key Synthetic Intermediate of 1β-Methylcarbapenems
- (2009) Shoji Kobayashi et al. ORGANIC LETTERS
- [4+2] Cycloaddition of Ketenes withN-Benzoyldiazenes Catalyzed by N-Heterocyclic Carbenes
- (2008) Xue-Liang Huang et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- Recent advances in carbon–carbon bond-forming reactions involving homoenolates generated by NHC catalysis
- (2008) Vijay Nair et al. CHEMICAL SOCIETY REVIEWS
- Design, Synthesis, and SAR of New Pyrrole-Oxindole Progesterone Receptor Modulators Leading to 5-(7-Fluoro-3,3-dimethyl-2-oxo-2,3-dihydro-1H-indol-5-yl)-1-methyl-1H-pyrrole-2-carbonitrile (WAY-255348)
- (2008) Andrew Fensome et al. JOURNAL OF MEDICINAL CHEMISTRY
- Enantiospecific Synthesis of (+)-Alstonisine via a Stereospecific Osmylation Process(1)
- (2008) Jie Yang et al. JOURNAL OF NATURAL PRODUCTS
- Formal Cycloaddition of Disubstituted Ketenes with 2-Oxoaldehydes Catalyzed by Chiral N-Heterocyclic Carbenes
- (2008) Lin He et al. JOURNAL OF ORGANIC CHEMISTRY
- N-Heterocyclic carbene catalysed β-lactam synthesis
- (2008) Nicolas Duguet et al. ORGANIC & BIOMOLECULAR CHEMISTRY
- Asymmetric esterification of ketenes catalyzed by an N-heterocyclic carbene
- (2008) Xiao-Na Wang et al. ORGANIC & BIOMOLECULAR CHEMISTRY
- Chiral N-Heterocyclic Carbene Catalyzed Staudinger Reaction of Ketenes with Imines: Highly Enantioselective Synthesis ofN-Boc β-Lactams
- (2007) Yan-Rong Zhang et al. ORGANIC LETTERS
Publish scientific posters with Peeref
Peeref publishes scientific posters from all research disciplines. Our Diamond Open Access policy means free access to content and no publication fees for authors.
Learn MoreAsk a Question. Answer a Question.
Quickly pose questions to the entire community. Debate answers and get clarity on the most important issues facing researchers.
Get Started