Issue 14, 2021

A Rh(iii)-catalyzed C–H activation/regiospecific annulation cascade of benzoic acids with propargyl acetates to unusual 3-alkylidene-isochromanones

Abstract

A Rh(III)-catalyzed C–H activation and regiospecific annulation cascade of benzoic acid with propargyl acetate was developed to produce an unreported 3-alkylidene-isochromanone scaffold. The biggest merit of this reaction is achieving the regioselective control in the alkyne insertion and the precise removal of the acetyl group to eventually form 3-alkylidene-isochromanone scaffolds possessing an unusual exocyclic double bond with moderate to excellent yields (up to 93%) under mild temperature along with broad generality and versatility.

Graphical abstract: A Rh(iii)-catalyzed C–H activation/regiospecific annulation cascade of benzoic acids with propargyl acetates to unusual 3-alkylidene-isochromanones

Supplementary files

Article information

Article type
Research Article
Submitted
10 Mar 2021
Accepted
11 May 2021
First published
13 May 2021

Org. Chem. Front., 2021,8, 3876-3882

A Rh(III)-catalyzed C–H activation/regiospecific annulation cascade of benzoic acids with propargyl acetates to unusual 3-alkylidene-isochromanones

J. Li, F. Fang, R. Wang, Y. Li, B. Xu, H. Liu and Y. Zhou, Org. Chem. Front., 2021, 8, 3876 DOI: 10.1039/D1QO00387A

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