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Letters in Organic Chemistry

Editor-in-Chief

ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

Letter Article

Rhodium-Catalyzed Decarboxylative Michael Reaction of Coumarin-3- Carboxylic Acids with N-heterocycles Triggered by C-H Bond Functionalization

Author(s): Shanshan Xun and Lina Jia*

Volume 18, Issue 11, 2021

Published on: 18 August, 2020

Page: [849 - 853] Pages: 5

DOI: 10.2174/1570178617999200818171024

Price: $65

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Abstract

Rhodium-catalyzed hydrocarbon bond activation of N-heterocycles and decarboxylative Michael addition with coumarin-3-carboxylic acids has been well achieved. Various N-heterocycles substituted 3,4-dihydrocoumarin could be easily provided with excellent chemo- and regioselectivity in good to excellent yields. A class of functional groups on N-heterocycles and coumarin-3-carboxylic acids is compatible with this process. A stoichiometric amount of Zn(OAc)2 is necessary for the high yield of products.

Keywords: C-H activation, rhodium, coumarin, decarboxylative addition, dihydrocoumarin, N-heterocycle.

Graphical Abstract

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