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铑(III)催化的芳酰肼与碘叶立德的C-H活化/[5 + 2]串联环化反应合成七元二苯并二氮杂卓二酮

Rhodium(III)-Catalyzed C-H Activation/[5 + 2] Cascade Annulation of Aroyl Hydrazides with Iodonium Ylides for the Synthesis of Seven-Membered Dibenzodiazepinediones.

作者信息

Li He, Chen Tao, Wang Zhiwei, Li Yuxin, Lu Ye, Jin Xinxin, Xu Ning, Liu Jinglin

机构信息

Innovation Team of Optical Functional Molecular Devices, Inner Mongolia Key Laboratory for the Natural Products Chemistry and Functional Molecular Synthesis, College of Chemistry and Materials Science, Inner Mongolia Minzu University, Tongliao 028000, China.

Inner Mongolia Key Laboratory of Carbon Nanomaterials, Nano Innovation Institute (NII), College of Chemistry and Materials Science, Inner Mongolia Minzu University, Tongliao 028000, China.

出版信息

J Org Chem. 2024 Sep 20;89(18):13412-13417. doi: 10.1021/acs.joc.4c01557. Epub 2024 Aug 30.

Abstract

A novel Rh(III)-catalyzed C-H activation/[5 + 2] cascade annulation of aroyl hydrazides with iodonium ylides is accomplished, in which diverse seven-membered dibenzodiazepinediones were afforded in moderate to excellent yields. This annulation reaction features an ideal functional group tolerance and a wide substrate scope. Large-scale and derivatization reactions were conducted to demonstrate the potential utility of this transformation.

摘要

实现了一种新型铑(III)催化的芳酰肼与碘叶立德的C-H活化/[5 + 2]级联环化反应,该反应以中等至优异的产率得到了多种七元二苯并二氮杂卓二酮。这种环化反应具有理想的官能团耐受性和广泛的底物范围。进行了大规模反应和衍生化反应以证明这种转化的潜在实用性。

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