Literature DB >> 20354981

Ynamides: versatile tools in organic synthesis.

Gwilherm Evano1, Alexis Coste, Kévin Jouvin.   

Abstract

Ynamides display an exceptionally fine balance between stability and reactivity. They also offer unique and multiple opportunities for the inclusion of nitrogen-based functionalities into organic molecules, and are emerging as especially useful and versatile building blocks for organic synthesis. Recent breakthroughs in the preparation of these substrates have revitalized interest in nitrogen-substituted alkynes, and the beginning of the 21st century has witnessed an ever-increasing number of publications reporting the development of new reactions or synthetic sequences starting from ynamides. This Review highlights major developments in this area.
Copyright © 2010 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Year:  2010        PMID: 20354981     DOI: 10.1002/anie.200905817

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  65 in total

1.  An intramolecular [2 + 2] cycloaddition of ketenimines via palladium-catalyzed rearrangements of N-allyl-ynamides.

Authors:  Kyle A DeKorver; Richard P Hsung; Wang-Ze Song; Xiao-Na Wang; Mary C Walton
Journal:  Org Lett       Date:  2012-06-05       Impact factor: 6.005

2.  An Efficient Synthesis of de novo Imidates via Aza-Claisen Rearrangements of N-Allyl Ynamides.

Authors:  Kyle A Dekorver; Troy D North; Richard P Hsung
Journal:  Synlett       Date:  2010-10       Impact factor: 2.454

3.  Investigations on Gold-Catalyzed Thioalkyne Activation Toward Facile Synthesis of Ketene Dithioacetals.

Authors:  Xiaohan Ye; Jin Wang; Shengtao Ding; Seyedmorteza Hosseyni; Lukasz Wojtas; Novruz G Akhmedov; Xiaodong Shi
Journal:  Chemistry       Date:  2017-07-20       Impact factor: 5.236

4.  Catalytic intramolecular decarbonylative coupling of 3-aminocyclobutenones and alkenes: a unique approach to [3.1.0] bicycles.

Authors:  Xuan Zhou; Imran Zafar; Guangbin Dong
Journal:  Tetrahedron       Date:  2015-07-01       Impact factor: 2.457

5.  Stereoselective additions of thiyl radicals to terminal ynamides.

Authors:  Biplab Banerjee; Dmitry N Litvinov; Junghoon Kang; Jennifer D Bettale; Steven L Castle
Journal:  Org Lett       Date:  2010-06-04       Impact factor: 6.005

6.  Batch and flow photochemical benzannulations based on the reaction of ynamides and diazo ketones. Application to the synthesis of polycyclic aromatic and heteroaromatic compounds.

Authors:  Thomas P Willumstad; Olesya Haze; Xiao Yin Mak; Tin Yiu Lam; Yu-Pu Wang; Rick L Danheiser
Journal:  J Org Chem       Date:  2013-10-28       Impact factor: 4.354

7.  Forming all-carbon quaternary stereogenic centres in acyclic systems from alkynes.

Authors:  Yury Minko; Morgane Pasco; Lukas Lercher; Mark Botoshansky; Ilan Marek
Journal:  Nature       Date:  2012-10-25       Impact factor: 49.962

8.  Novel ynamide structural analogues and their synthetic transformations.

Authors:  Ting Lu; Richard P Hsung
Journal:  ARKIVOC       Date:  2014       Impact factor: 1.140

9.  Recent advances in carbocupration of α-heterosubstituted alkynes.

Authors:  Ahmad Basheer; Ilan Marek
Journal:  Beilstein J Org Chem       Date:  2010-07-15       Impact factor: 2.883

10.  Synthesis of cyclopentenimines from N-allyl ynamides via a tandem aza-Claisen rearrangement-carbocyclization sequence.

Authors:  Xiao-Na Wang; Gabrielle N Winston-McPherson; Mary C Walton; Yu Zhang; Richard P Hsung; Kyle A DeKorver
Journal:  J Org Chem       Date:  2013-06-10       Impact factor: 4.354

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