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通过 Cu 催化的二苯并硼杂环丁烷的去硼缩环反应合成二苯并呋喃。

Synthesis of Dibenzofurans by Cu-Catalyzed Deborylative Ring Contraction of Dibenzoxaborins.

机构信息

Laboratory for Chemical Biology, RIKEN Center for Biosystems Dynamics Research (BDR), 6-7-3 minatojima-minamimachi, Chuo-ku, Kobe 650-0047, Japan.

Laboratory of Chemical Bioscience, Institute of Biomaterials and Bioengineering, Tokyo Medical and Dental University (TMDU), 2-3-10 Kanda-Surugadai, Chiyoda-ku, Tokyo 101-0062, Japan.

出版信息

Org Lett. 2020 Aug 21;22(16):6687-6691. doi: 10.1021/acs.orglett.0c02584. Epub 2020 Aug 11.

Abstract

An efficient transformation of dibenzoxaborins to dibenzofurans by deborylative ring contraction was achieved under mild conditions using a copper catalyst. The method showed a broad substrate scope enabling the preparation of various dibenzofurans, including those bearing a functional group. The ready availability of various dibenzoxaborins enhances the utility of this method, as demonstrated by the regiodivergent synthesis of dibenzofurans.

摘要

在温和条件下,使用铜催化剂可以有效地将二苯并硼杂环戊二烯转化为二苯并呋喃,实现脱硼环收缩。该方法具有广泛的底物范围,可制备各种二苯并呋喃,包括带有官能团的二苯并呋喃。各种二苯并硼杂环戊二烯的易得性增强了该方法的实用性,如通过区域发散合成二苯并呋喃所示。

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