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硼催化的α-芳基α-重氮酯在水中的 O-H 键插入反应。

Boron-Catalyzed O-H Bond Insertion of α-Aryl α-Diazoesters in Water.

机构信息

School of Chemistry and Chemical Engineering and Hubei Key Laboratory of Bioinorganic Chemistry and Materia Medica , Huazhong University of Science and Technology , 1037 Luoyu Road , Wuhan 430074 , People's Republic of China.

Key Laboratory of Organofluorine Chemistry , Shanghai Institute of Organic Chemistry (SIOC), Chinese Academy of Sciences , 345 Lingling Road , Shanghai 200032 , People's Republic of China.

出版信息

Org Lett. 2018 Aug 3;20(15):4672-4676. doi: 10.1021/acs.orglett.8b01988. Epub 2018 Jul 23.

DOI:10.1021/acs.orglett.8b01988
PMID:30033730
Abstract

A catalytic, metal-free O-H bond insertion of α-diazoesters in water in the presence of B(CF)· nHO (2 mol %) was developed, affording a series of α-hydroxyesters in good to excellent yields. The reaction features easy operation and wide substrate scope, and importantly, no metal is needed as compared with the conventional methods. Significantly, this approach further expands the applications of B(CF) under water-tolerant conditions.

摘要

发展了一种在 B(CF)·nHO(2mol%)存在下,水相中α-重氮酯的催化、无金属的 O-H 键插入反应,以良好至优秀的收率得到了一系列α-羟基酯。该反应具有操作简单、底物适用范围广的特点,与传统方法相比,重要的是无需使用金属。值得注意的是,该方法在耐水条件下进一步扩展了 B(CF)的应用。

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