Transition-Metal-Free One-Step Synthesis of Ynamides

A robust transition-metal-free one-step strategy for the synthesis of ynamides from sulfonamides and (Z)-1,2-dichloroalkenes or alkynyl chlorides is presented. This method is not only effective for internal ynamides but also amenable for terminal ynamides. Various functional groups, even the vinyl m...

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Published inJournal of organic chemistry Vol. 84; no. 7; pp. 4458 - 4466
Main Authors Zeng, Xianzhu, Tu, Yongliang, Zhang, Zhenming, You, Changming, Wu, Jiao, Ye, Zhiying, Zhao, Junfeng
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 05.04.2019
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
TERMINAL YNAMIDES
N-ALKYNYLATION
CHIRAL YNAMIDES
CATALYZED SYNTHESIS
OXIDATIVE AMIDATION
EFFICIENT SYNTHESIS
SULFONAMIDES
COPPER
GENERAL-METHOD
AMIDES
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Summary:A robust transition-metal-free one-step strategy for the synthesis of ynamides from sulfonamides and (Z)-1,2-dichloroalkenes or alkynyl chlorides is presented. This method is not only effective for internal ynamides but also amenable for terminal ynamides. Various functional groups, even the vinyl moiety, are compatible, and thus, this strategy offers the opportunity for further functionalization.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.8b03192