Literature DB >> 21479121

Synthesis of 2-iodoynamides and regioselective [2+2] cycloadditions with ketene.

Yu-Pu Wang1, Rick L Danheiser.   

Abstract

The first synthesis of 2-iodoynamides is described as well as the first [2+2] cycloadditions of ketene with iodo alkynes.

Entities:  

Year:  2011        PMID： 21479121      PMCID： PMC3072240          DOI： 10.1016/j.tetlet.2010.11.002

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN： 0040-4039            Impact factor:   2.415


  11 in total

1.  Total synthesis of (-)-ascochlorin via a cyclobutenone-based benzannulation strategy.

Authors:  G B Dudley; K S Takaki; D D Cha; R L Danheiser
Journal:  Org Lett       Date:  2000-10-19       Impact factor: 6.005

Review 2.  Ynamides: a modern functional group for the new millennium.

Authors:  Kyle A DeKorver; Hongyan Li; Andrew G Lohse; Ryuji Hayashi; Zhenjie Lu; Yu Zhang; Richard P Hsung
Journal:  Chem Rev       Date:  2010-09-08       Impact factor: 60.622

3.  Ynamides: versatile tools in organic synthesis.

Authors:  Gwilherm Evano; Alexis Coste; Kévin Jouvin
Journal:  Angew Chem Int Ed Engl       Date:  2010-04-06       Impact factor: 15.336

4.  SYNTHESIS OF YNAMIDES BY N-ALKYNYLATION OF AMINE DERIVATIVES. PREPARATION OF N-ALLYL-N-(METHOXYCARBONYL)-1,3-DECADIYNYLAMINE.

Authors:  Amanda L Kohnen; Joshua R Dunetz; Rick L Danheiser
Journal:  Organic Synth       Date:  2007

5.  Enantioselective synthesis of axially chiral anilides through rhodium-catalyzed [2+2+2] cycloaddition of 1,6-diynes with trimethylsilylynamides.

Authors:  Ken Tanaka; Kenzo Takeishi; Keiichi Noguchi
Journal:  J Am Chem Soc       Date:  2006-04-12       Impact factor: 15.419

6.  Copper(II)-catalyzed amidations of alkynyl bromides as a general synthesis of ynamides and Z-enamides. An intramolecular amidation for the synthesis of macrocyclic ynamides.

Authors:  Xuejun Zhang; Yanshi Zhang; Jian Huang; Richard P Hsung; Kimberly C M Kurtz; Jossian Oppenheimer; Matthew E Petersen; Irina K Sagamanova; Lichun Shen; Michael R Tracey
Journal:  J Org Chem       Date:  2006-05-26       Impact factor: 4.354

7.  [2+2] Cycloaddition of ketenes with ynamides. A general method for the synthesis of 3-aminocyclobutenone derivatives.

Authors:  Amanda L Kohnen; Xiao Yin Mak; Tin Yiu Lam; Joshua R Dunetz; Rick L Danheiser
Journal:  Tetrahedron       Date:  2006-04-17       Impact factor: 2.457

8.  Nickel-catalyzed [3 + 2 + 2] cycloaddition of ethyl cyclopropylideneacetate and heteroatom-substituted alkynes: application to selective three-component reaction with 1,3-diynes.

Authors:  Ryu Yamasaki; Natsuki Terashima; Ikuo Sotome; Shunsuke Komagawa; Shinichi Saito
Journal:  J Org Chem       Date:  2010-01-15       Impact factor: 4.354

9.  Copper-mediated N-alkynylation of carbamates, ureas, and sulfonamides. A general method for the synthesis of ynamides.

Authors:  Joshua R Dunetz; Rick L Danheiser
Journal:  Org Lett       Date:  2003-10-16       Impact factor: 6.005

10.  Copper sulfate-pentahydrate-1,10-phenanthroline catalyzed amidations of alkynyl bromides. Synthesis of heteroaromatic amine substituted ynamides.

Authors:  Yanshi Zhang; Richard P Hsung; Michael R Tracey; Kimberly C M Kurtz; Eymi L Vera
Journal:  Org Lett       Date:  2004-04-01       Impact factor: 6.005
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  6 in total

1.  N-allyl-N-sulfonyl ynamides as synthetic precursors to amidines and vinylogous amidines. An unexpected N-to-C 1,3-sulfonyl shift in nitrile synthesis.

Authors:  Kyle A DeKorver; Whitney L Johnson; Yu Zhang; Richard P Hsung; Huifang Dai; Jun Deng; Andrew G Lohse; Yan-Shi Zhang
Journal:  J Org Chem       Date:  2011-05-24       Impact factor: 4.354

2.  Benzannulation via the reaction of ynamides and vinylketenes. application to the synthesis of highly substituted indoles.

Authors:  Tin Yiu Lam; Yu-Pu Wang; Rick L Danheiser
Journal:  J Org Chem       Date:  2013-09-03       Impact factor: 4.354

3.  Introducing a new class of N-phosphoryl ynamides via Cu(I)-catalyzed amidations of alkynyl bromides.

Authors:  Kyle A DeKorver; Mary C Walton; Troy D North; Richard P Hsung
Journal:  Org Lett       Date:  2011-08-17       Impact factor: 6.005

4.  S3S63 Terminal Ynamides: Synthesis, Coupling Reactions and Additions to Common Electrophiles.

Authors:  Andrea M Cook; Christian Wolf
Journal:  Tetrahedron Lett       Date:  2015-05-06       Impact factor: 2.415

5.  Ynamides in ring forming transformations.

Authors:  Xiao-Na Wang; Hyun-Suk Yeom; Li-Chao Fang; Shuzhong He; Zhi-Xiong Ma; Brant L Kedrowski; Richard P Hsung
Journal:  Acc Chem Res       Date:  2013-10-28       Impact factor: 22.384

6.  Reactant-induced photoactivation of in situ generated organogold intermediates leading to alkynylated indoles via Csp2-Csp cross-coupling.

Authors:  Fen Zhao; Mehdi Abdellaoui; Wided Hagui; Maria Ballarin-Marion; Jérôme Berthet; Vincent Corcé; Stéphanie Delbaere; Héloïse Dossmann; Agathe Espagne; Jérémy Forté; Ludovic Jullien; Thomas Le Saux; Virginie Mouriès-Mansuy; Cyril Ollivier; Louis Fensterbank
Journal:  Nat Commun       Date:  2022-04-28       Impact factor: 17.694
  6 in total

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