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通过苯并[ b ]氧杂环庚烷-4-羧酸酯与二卤代烷和活化炔烃的反应,可方便地构建含氧杂环。

A facile construction of oxygen heterocycles by the reaction of benzoxepine-4-carboxylates with dihaloalkanes and activated alkynes.

机构信息

Organic Synthesis and Process Chemistry Division, CSIR-Indian Institute of Chemical Technology, Hyderabad 500 007, India.

出版信息

Org Biomol Chem. 2019 Jul 21;17(27):6645-6653. doi: 10.1039/c9ob00769e. Epub 2019 Jun 25.

Abstract

This manuscript describes the preparation of heterocyclic compounds such as naphtho[1,3]-dioxoles (3a-h), [1,4]-dioxines (4a-h), [1,4]-dioxepines (5a-c), [1,4]-dioxocines (6a-c) and diethyl 2-(2-ethoxy-2-oxoethyl)naphtho[1,3]dioxoles (8a-f). These heterocyclic compounds have been achieved by the reaction of benzoxepine-4-carboxylates (1a-h) with dihaloalkanes (2a-e) and activated alkyne (7a) for the first time. This work represents the first example for the construction of utile oxygen heterocycles by the formation of C-C and C-O bonds in a one step process.

摘要

本文描述了杂环化合物的制备,如萘[1,3]-二恶唑(3a-h)、[1,4]-二氧杂环己烷(4a-h)、[1,4]-二氧杂环庚烷(5a-c)、[1,4]-二氧杂环辛烷(6a-c)和二乙基 2-(2-乙氧基-2-氧代乙基)萘[1,3]二恶唑(8a-f)。这些杂环化合物是通过苯并[1,3]氧杂环戊烯-4-羧酸酯(1a-h)与二卤代烷(2a-e)和活化炔烃(7a)的反应首次得到的。这项工作代表了通过一步法形成 C-C 和 C-O 键构建有用的含氧杂环的第一个例子。

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