Issue 72, 2022

Reactions of thioalkynes with diarylketenes via [3+2]-annulation versus benzannulation using Au and P(C6F5)3 catalysts

Abstract

Two catalytic annulations of non-symmetric diarylketenes with thioalkynes are described using gold and phosphine catalysts respectively. We employed α-aryldiazo ketones to generate gold-π-ketenes, ultimately yielding azulen-1-one derivatives. With the same reactants, we utilized P(C6F5)3 to increase the yields of 1-naphthols, notably with a complete regioselectivity.

Graphical abstract: Reactions of thioalkynes with diarylketenes via [3+2]-annulation versus benzannulation using Au and P(C6F5)3 catalysts

Supplementary files

Article information

Article type
Communication
Submitted
29 Jun 2022
Accepted
16 Aug 2022
First published
16 Aug 2022

Chem. Commun., 2022,58, 10064-10067

Reactions of thioalkynes with diarylketenes via [3+2]-annulation versus benzannulation using Au and P(C6F5)3 catalysts

S. A. More, V. A. Sadaphal, T. Kuo, M. Cheng and R. Liu, Chem. Commun., 2022, 58, 10064 DOI: 10.1039/D2CC03613D

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