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光催化 Csp-Csp 交叉脱氢偶联反应 -Boc-四氢异喹啉与α,β-不饱和酮。

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

机构信息

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.

出版信息

Org Biomol Chem. 2021 Jun 2;19(21):4752-4759. 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.

摘要

一种新型的光催化 N-Boc-四氢异喹啉与α,β-不饱和酮的交叉脱氢偶联反应已经被开发出来。该研究为各种 C1 取代的四氢异喹啉的合成提供了一种简便的方法,这些化合物可以进一步转化为苯并[a]-喹啉-2-酮,这些骨架是具有广泛生物活性的天然产物的重要结构单元。该光催化反应的催化剂负载量低,氧化剂廉价且毒性较小。

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