Photocatalyzed Csp-Csp cross-dehydrogenative coupling of -Boc-tetrahydroisoquinolines with α,β-unsaturated ketones.

Org Biomol Chem

Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of Ministry of Education, National Demonstration Center for Experimental Chemistry Education, College of Chemistry & Materials Science, Northwest University, Xi'an 710069, People's Republic of China.

Published: June 2021

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.

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Source
http://dx.doi.org/10.1039/d1ob00527hDOI Listing

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