Issue 7, 2022

Visible-light-mediated regioselective ring-opening hydrogenolysis of donor–acceptor cyclopropanes with DIPEA and H2O

Abstract

In this paper, a visible-light-mediated regioselective ring-opening hydrogenolysis of donor–acceptor cyclopropanes has been disclosed for the rapid construction of alkylated aryl ketones in moderate to excellent yields with good functional group compatibility under mild conditions. As compared with the previously reported hydrogenolysis protocols, this photo-induced method features a facile and practical process to access a variety of alkylated aryl ketones with low cost reductant. The mechanistic paradigm has been proposed on the basis of control, deuterium labeling, and 1H NMR tracing experiments.

Graphical abstract: Visible-light-mediated regioselective ring-opening hydrogenolysis of donor–acceptor cyclopropanes with DIPEA and H2O

Supplementary files

Article information

Article type
Research Article
Submitted
13 Jan 2022
Accepted
17 Feb 2022
First published
19 Feb 2022

Org. Chem. Front., 2022,9, 1960-1966

Visible-light-mediated regioselective ring-opening hydrogenolysis of donor–acceptor cyclopropanes with DIPEA and H2O

Z. Liu, Y. Wei and M. Shi, Org. Chem. Front., 2022, 9, 1960 DOI: 10.1039/D2QO00047D

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