Sequential one-pot and three-component reactions of an N -heterocyclic carbene to form 4-(1,2,4-triazol-5-ylidene)pyrrolidine-2,5-diones: a tandem umpolung/annulation sequence via deoxy-Breslow intermediates

[1]  H. Mayr,et al.  Nucleophilic reactivities of deoxy Breslow intermediates: how does aromaticity affect the catalytic activities of N-heterocyclic carbenes? , 2012, Angewandte Chemie.

[2]  Frank Glorius,et al.  Organocatalytic umpolung: N-heterocyclic carbenes and beyond. , 2012, Chemical Society reviews.

[3]  T. Rovis,et al.  Isolable analogues of the Breslow intermediate derived from chiral triazolylidene carbenes. , 2012, Journal of the American Chemical Society.

[4]  E. Chen,et al.  Conjugate-addition organopolymerization: rapid production of acrylic bioplastics by N-heterocyclic carbenes. , 2012, Angewandte Chemie.

[5]  C. Suresh,et al.  Assessment of stereoelectronic factors that influence the CO2 fixation ability of N-heterocyclic carbenes: a DFT study. , 2012, The Journal of organic chemistry.

[6]  D. Enders,et al.  N-heterocyclic carbene catalyzed domino reactions. , 2012, Angewandte Chemie.

[7]  T. Rovis,et al.  Asymmetric N-Heterocyclic Carbene (NHC) Catalyzed Acyl Anion Reactivity. , 2012, Aldrichimica acta.

[8]  Masato Suzuki,et al.  Organocatalytic head-to-tail dimerization of methacrolein via conjugate addition of methanol: an alcohol activation mechanism proved by electrospray ionization mass spectrometry , 2011 .

[9]  K. Scheidt,et al.  N-Heterocyclic Carbene-Promoted Rauhut]Currier Reactions between Vinyl Sulfones and α,β-Unsaturated Aldehydes. , 2011, Australian journal of chemistry.

[10]  F. Glorius,et al.  N-heterocyclic carbene catalyzed umpolung of Michael acceptors for intermolecular reactions. , 2011, Angewandte Chemie.

[11]  K. Scheidt,et al.  N-heterocyclic carbene-catalyzed rearrangements of vinyl sulfones. , 2011, Chemical science.

[12]  H. Mayr,et al.  N-heterocyclic carbenes: organocatalysts with moderate nucleophilicity but extraordinarily high Lewis basicity. , 2011, Angewandte Chemie.

[13]  Frank Glorius,et al.  Extending NHC-catalysis: coupling aldehydes with unconventional reaction partners. , 2011, Accounts of chemical research.

[14]  Masato Suzuki,et al.  Organocatalytic tail-to-tail dimerization of olefin: umpolung of methyl methacrylate mediated by N-heterocyclic carbene. , 2011, Organic letters.

[15]  A. White,et al.  Gold(I) complexes bearing mixed-donor ligands derived from N-heterocyclic carbenes. , 2011, Dalton transactions.

[16]  A. Katritzky,et al.  Carbene-mediated transformations of 1-(benzylideneamino)benzimidazoles. , 2011, The Journal of organic chemistry.

[17]  Xiao-rong Wang,et al.  The multicomponent reaction of imidazo[1,5-a]pyridine carbenes with phthalaldehydes and dimethyl acetylenedicarboxylate: a facile construction of benzo[d]furo[3,2-b]azepines. , 2011, Organic & biomolecular chemistry.

[18]  G. Henkelman,et al.  Kinetic and thermodynamic evaluation of the reversible N-heterocyclic carbene-isothiocyanate coupling reaction: applications in latent catalysis. , 2011, The Journal of organic chemistry.

[19]  G. Miyake,et al.  Alane-based classical and frustrated Lewis pairs in polymer synthesis: rapid polymerization of MMA and naturally renewable methylene butyrolactones into high-molecular-weight polymers. , 2010, Angewandte Chemie.

[20]  F. Glorius,et al.  The measure of all rings--N-heterocyclic carbenes. , 2010, Angewandte Chemie.

[21]  Ying Cheng,et al.  Multicomponent reaction of imidazo[1,5-a]pyridine carbenes with aldehydes and dimethyl acetylenedicarboxylate or allenoates: a straightforward approach to fully substituted furans. , 2010, The Journal of organic chemistry.

[22]  C. Bielawski,et al.  Structurally Dynamic Materials Based on Bis(N-heterocyclic carbene)s and Bis(isothiocyanate)s: Toward Reversible, Conjugated Polymers , 2010 .

[23]  J. Neudörfl,et al.  On new N-heterocyclic carbene derived alkylidene imidazolines. , 2010, Organic & biomolecular chemistry.

[24]  E. Suresh,et al.  Nucleophilic heterocyclic carbene as a novel catalyst for cyclopropanation of cyano acrylates. , 2010, Organic & biomolecular chemistry.

[25]  K. M. Wiggins,et al.  A systematic investigation of factors influencing the decarboxylation of imidazolium carboxylates. , 2009, The Journal of organic chemistry.

[26]  Jingping Qu,et al.  N-Heterocyclic Carbene Functionalized Polymer for Reversible Fixation−Release of CO2 , 2009 .

[27]  Lionel Delaude.  Betaine Adducts of N-Heterocyclic Carbenes : Synthesis, Properties, and Reactivity , 2009 .

[28]  J. Wouters,et al.  Assessing the Potential of Zwitterionic NHC·CS2 Adducts for Probing the Stereoelectronic Parameters of N‐Heterocyclic Carbenes , 2009 .

[29]  L. Domingo,et al.  Understanding the mechanism of the N-heterocyclic carbene-catalyzed ring-expansion of 4-formyl-β-lactams to succinimide derivatives , 2009 .

[30]  Xiao-rong Wang,et al.  An experimental and theoretical study on the interaction of N-heterocyclic carbene-derived 1,3-dipoles with methoxycarbonylallenes: highly regio- and stereoselective [3+2]-cycloadditions controlled by the structures of N-heterocycles of 1,3-dipoles. , 2009, The Journal of organic chemistry.

[31]  V. Nair,et al.  Recent advances in carbon-carbon bond-forming reactions involving homoenolates generated by NHC catalysis. , 2008, Chemical Society reviews.

[32]  Ying Cheng,et al.  Solvent controlled divergent syntheses of polysubstituted pyrroles and pyrrolo[2,3-b]-1,4-thiazines , 2008 .

[33]  A. Fürstner,et al.  Coordination chemistry of ene-1,1-diamines and a prototype "carbodicarbene". , 2008, Angewandte Chemie.

[34]  E. Suresh,et al.  An Efficient Three-Component Reaction Involving Triazolylidene Carbene DMAD, and Aldehydes for the Synthesis of Furanone Derivatives , 2008 .

[35]  W. Yao,et al.  Concise assembly of highly substituted furan-fused 1,4-thiazepines and their Diels-Alder reactions with benzynes. , 2008, The Journal of organic chemistry.

[36]  Ying Cheng,et al.  Highly site, regio-, and stereoselective multicomponent reaction of benzimidazole carbenes, isothiocyanates, and allenoates , 2008 .

[37]  Ying Cheng,et al.  The unprecedented ring transformation from thiazoline-spiro-thiophene to thieno[2,3-b]pyrazine involved in the reaction of 2-thiocarbamoyl thiazolium salts with dimethyl acetylenedicarboxylate. , 2007, Chemical communications.

[38]  D. Enders,et al.  Organocatalysis by N-heterocyclic carbenes. , 2007, Chemical reviews.

[39]  Lin He,et al.  N-heterocyclic carbene catalyzed aza-Morita-Baylis-Hillman reaction of cyclic enones with N-tosylarylimines. , 2007, The Journal of organic chemistry.

[40]  W. Ding,et al.  Highly efficient and site-selective [3 + 2] cycloaddition of carbene-derived ambident dipoles with ketenes for a straightforward synthesis of spiro-pyrrolidones. , 2007, The Journal of organic chemistry.

[41]  D. Fang,et al.  Substrate-controlled and site-selective [3+2] cycloadditions of N-heterocyclic carbene derived ambident dipoles. , 2007, Chemistry.

[42]  Nicolas Marion,et al.  N-heterocyclic carbenes as organocatalysts. , 2007, Angewandte Chemie.

[43]  Ying Cheng,et al.  An unprecedented tandem 1,3-dipolar cycloaddition-cheletropic elimination: a facial approach to novel push-pull olefins. , 2007, Organic & biomolecular chemistry.

[44]  A. Adam,et al.  Translation of pseudo-cross-conjugation into chemistry: cycloadditions of mesomeric betaines to the new ring system spiro[indazole-3,3'-pyrrole]. , 2007, The Journal of organic chemistry.

[45]  Yiping Zhang,et al.  A ring-expansion methodology involving multicomponent reactions: highly efficient access to polysubstituted furan-fused 1,4-thiazepine derivatives. , 2006, Angewandte Chemie.

[46]  I. Tommasi,et al.  Synthesis of 1,3-dialkylimidazolium-2-carboxylates by direct carboxylation of 1,3-dialkylimidazolium chlorides with CO2 , 2006 .

[47]  Ying Cheng,et al.  A N-heterocyclic carbene derived highly regioselective ambident C-C-S and C-C-N 1,3-dipolar system. , 2006, Chemical communications.

[48]  G. C. Fu,et al.  Umpolung of Michael acceptors catalyzed by N-heterocyclic carbenes. , 2006, Journal of the American Chemical Society.

[49]  Guang-ming Wu,et al.  Facile synthesis of highly substituted 3-aminofurans from thiazolium salts, aldehydes, and dimethyl acetylenedicarboxylate. , 2005, The Journal of organic chemistry.

[50]  E. Suresh,et al.  Two unprecedented multicomponent reactions involving N-heterocyclic carbenes, activated acetylenes, and aldehydes. , 2005, Organic letters.

[51]  Cheng Ma,et al.  Thiazolium-mediated multicomponent reactions: a facile synthesis of 3-aminofuran derivatives. , 2005, Organic letters.

[52]  W. Kirmse.  Carbene Complexes of Nonmetals , 2005 .

[53]  A. Arif,et al.  Reversible carboxylation of N-heterocyclic carbenes. , 2004, Chemical communications.

[54]  J. Louie,et al.  N-heterocyclic carbenes as highly efficient catalysts for the cyclotrimerization of isocyanates. , 2004, Organic letters.

[55]  V. Nair,et al.  N-heterocyclic carbenes: reagents, not just ligands! , 2004, Angewandte Chemie.

[56]  D. Enders,et al.  Nucleophilic carbenes in asymmetric organocatalysis. , 2004, Accounts of chemical research.

[57]  V. Nair,et al.  Unprecedented reactivity of N-heterocyclic carbenes toward DMAD and aldehydes leading to novel multicomponent reactions. , 2003, Organic letters.

[58]  O. Walter,et al.  1,3-dimethylimidazolium-2-carboxylate: the unexpected synthesis of an ionic liquid precursor and carbene-CO2 adduct. , 2003, Chemical communications.

[59]  Zhengqiang Wang,et al.  [4 + 1] cycloaddition of N-heterocyclic carbenes with vinyl isocyanates. , 2002, Organic letters.

[60]  R. Faust,et al.  Persistent carbenes containing acetylenes:4,5-dialkynylimidazol-2-ylidene , 2000 .

[61]  D. Enders,et al.  1,3,4‐Triphenyl‐4,5‐dihydro‐1H‐1,2,4‐triazol‐5‐ylidene – applications of a stable carbene in synthesis and catalysis , 1997 .

[62]  D. Enders,et al.  Chemical Reactions of the Stable Carbene 1,3,4-Triphenyl-4,5-dihydro-1H-1,2,4-triazol-5-ylidene , 1996 .

[63]  D. Enders,et al.  Preparation, Structure, and Reactivity of 1,3,4-Triphenyl-4,5-dihydro-1H-1,2,4-triazol-5-ylidene, a New Stable Carbene† , 1995 .

[64]  M. Regitz,et al.  Stabile Dipole aus 1,1′,3,3′ ‐Tetraphenyl‐2,2′‐ bimidazolidinyliden und Acyliso‐ bzw. Acylisothiocyanaten , 1974 .

[65]  B. Weber,et al.  Umsetzungen von Bis‐[1.3‐diaryl‐imidazolidinylidenen‐(2)] mit Iso‐, Isothio‐ bzw. Isoselenocyanaten , 1971 .

[66]  A. Takamizawa,et al.  Studies on pyrimidine derivatives and related compounds. LXI. Reaction of thiamine with isocyanates. 2. , 1968, Chemical & pharmaceutical bulletin.

[67]  Ronald Breslow,et al.  On the Mechanism of Thiamine Action. IV.1 Evidence from Studies on Model Systems , 1958 .