Issue 21, 2021

Photocatalyzed Csp3–Csp3 cross-dehydrogenative coupling of N-Boc-tetrahydroisoquinolines with α,β-unsaturated ketones

Abstract

A novel photocatalyzed cross-dehydrogenative coupling reaction of N-Boc-tetrahydroisoquinolines with α,β-unsaturated ketones has been developed. This research provides an easy access to a variety of C1-substituted tetrahydroisoquinolines, which can be further transformed into benzo[a]-quinolizine-2-ones, the skeletons of natural products with a wide range of biological activities. The load of the photocatalyst is low and the oxidant is inexpensive and less toxic.

Graphical abstract: Photocatalyzed Csp3–Csp3 cross-dehydrogenative coupling of N-Boc-tetrahydroisoquinolines with α,β-unsaturated ketones

Supplementary files

Article information

Article type
Paper
Submitted
18 Mar 2021
Accepted
01 May 2021
First published
05 May 2021

Org. Biomol. Chem., 2021,19, 4752-4759

Photocatalyzed Csp3–Csp3 cross-dehydrogenative coupling of N-Boc-tetrahydroisoquinolines with α,β-unsaturated ketones

N. Ao, X. Zhu, C. Zhao, Y. Gao and Y. Wang, Org. Biomol. Chem., 2021, 19, 4752 DOI: 10.1039/D1OB00527H

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