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铜催化α-氨基过氧基和羟基中间体的活化:通过氧化交叉偶联策略构建 C4-取代的 3,4-二氢喹唑啉

Copper-catalyzed activation of α-amino peroxy and hydroxy intermediates to iminium ion precursor: an access to C4-substituted 3,4-dihydroquinazolines via oxidative cross coupling strategy.

机构信息

Inorganic and Physical Chemistry Division, CSIR-Indian Institute of Chemical Technology , Tarnaka, Hyderabad 500 607, India.

出版信息

J Org Chem. 2013 Oct 18;78(20):10240-50. doi: 10.1021/jo401622r. Epub 2013 Oct 8.

Abstract

A simple and straightforward approach to access C4-substituted-3,4-dihydroquinazolines has been achieved, where copper-catalyzed activation of α-amino peroxide and hydroxide intermediates to iminium ion precursors has been realized as an important step. Reactions of these intermediates with alkynes, indoles, pyrrole, and silylenol ether afforded the structurally diverse C4-substituted-3,4-dihydroquinazoline derivatives in good yields.

摘要

一种简单直接的方法被用于获得 C4-取代的 3,4-二氢喹唑啉,其中铜催化的α-氨基过氧化物和氢氧化物中间体的活化被实现为一个重要的步骤。这些中间体与炔烃、吲哚、吡咯和硅烯醇醚的反应以良好的收率得到了结构多样的 C4-取代的 3,4-二氢喹唑啉衍生物。

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