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Effect of Transition Metals on Chemodivergent Cross-Coupling of Acrylamides with Vinyl Acetate via C-H Activation

Ravichandran Logeswaran and Masilamani Jeganmohan*

*Department of Chemistry, Indian Institute of Technology Madras, Chennai, 600036 Tamil Nadu, India, Email: mjeganmohaniitm.ac.in

R. Logeswaran, M. Jeganmohan, Org. Lett., 2021, 23, 5679-5683.

DOI: 10.1021/acs.orglett.1c01797



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Abstract

Metal-catalyzed vinylic C-H activation enables a chemodivergent cross-coupling of acrylamides and vinyl acetates. Depending on catalysts, selective olefinic C-H vinylation and alkenylation reactions efficiently generate a range of highly synthetically valuable butadienes with good functional group tolerance in good yields.

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proposed mechanism



Key Words

1,3-dienes, copper salts


ID: J54-Y2021