Palladium-Catalyzed Regio- and Stereoselective Hydroaminocarbonylation of Unsymmetrical Internal Alkynes toward α,β-Unsaturated Amides

α,β-Unsaturated amides play a vital role in natural products, pharmaceuticals, organic synthesis, and functional materials. Herein, we disclosed a regio- and stereoselective hydroaminocarbonylation of unsymmetrical internal alkynes via palladium catalysis to synthesize α,β-unsaturated amides. This p...

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Bibliographic Details
Published inOrganic letters Vol. 24; no. 24; pp. 4464 - 4469
Main Authors Kuai, Chang-Sheng, Xu, Jian-Xing, Chen, Bo, Wu, Xiao-Feng
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 24.06.2022
Amer Chemical Soc
Subjects
alkynes
amides
catalytic activity
Chemistry
Chemistry, Organic
drugs
palladium
Physical Sciences
Science & Technology
stereoselectivity
ALKENES
HYDROAMIDATION
ACETYLENES
ACTIVATION
ANILINE DERIVATIVES
CARBONYLATION
AMINES
REGIOSELECTIVE SYNTHESIS
OLEFINS
AMINOCARBONYLATION
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Summary:α,β-Unsaturated amides play a vital role in natural products, pharmaceuticals, organic synthesis, and functional materials. Herein, we disclosed a regio- and stereoselective hydroaminocarbonylation of unsymmetrical internal alkynes via palladium catalysis to synthesize α,β-unsaturated amides. This protocol features excellent regio- and exclusive (E)-stereoselectivity, high atom and step-economy, broad substrate scope, and functional group tolerance.
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ISSN:1523-7060
1523-7052
1523-7052
DOI:10.1021/acs.orglett.2c01693