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

Na-Ri-Mei AoXue-Qing ZhuChun-Xin ZhaoYa-Ru GaoYong-Qiang Wang
Published in: Organic & biomolecular chemistry (2022)
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.
Keyphrases
  • room temperature
  • electron transfer
  • molecular docking
  • ionic liquid