通过 PhI(OAc)2 介导的氧化 C-N 键形成，从 2-(芳氨基)苯甲酰胺构建 1,4-苯并二氮杂卓骨架。

Construction of 1,4-benzodiazepine skeleton from 2-(arylamino)benzamides through PhI(OAc)2-mediated oxidative C–N bond formation.

出版信息

J Org Chem. 2014 Feb 7;79(3):955-62. doi: 10.1021/jo402413g.

Abstract

New compounds involving the biologically important 1,4-benzodiazepine skeleton were conveniently constructed from 2-(arylamino)benzamides through PhI(OAc)2-mediated oxidative C–N bond formation. The attractive features of this new synthetic strategy include mild reaction conditions, the heavy-metal-free characteristic of the oxidative coupling process, and the flexibility to tolerate a broad scope of substrates.

摘要

新的化合物涉及到生物重要的 1,4-苯并二氮杂骨架，可方便地通过 PhI(OAc)2 介导的氧化 C-N 键形成，从 2-(芳氨基)苯甲酰胺中构建。这种新的合成策略的吸引人的特点包括温和的反应条件、氧化偶联过程的无重金属特性以及对广泛的底物的适应性。