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

Organic & Biomolecular Chemistry Pub Date: 2021-05-05 DOI: 10.1039/D1OB00527H

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
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