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通过有机光氧化还原催化简单生成各种α-单氟烷基自由基:β-单氟酮的模块化合成

Simple generation of various α-monofluoroalkyl radicals by organic photoredox catalysis: modular synthesis of β-monofluoroketones.

作者信息

Taniguchi Ryo, Noto Naoki, Tanaka Seiya, Takahashi Keigo, Sarkar Sujan K, Oyama Ryoko, Abe Manabu, Koike Takashi, Akita Munetaka

机构信息

School of Materials and Chemical Technology, Tokyo Institute of Technology, R1-27, 4259 Nagatsuta-cho, Midori-ku, Yokohama 226-8503, Japan.

Department of Chemistry, Graduate School of Science, Hiroshima University, 1-3-1 Kagamiyama, Higashi-Hiroshima, Hiroshima 739-8526, Japan.

出版信息

Chem Commun (Camb). 2021 Mar 11;57(21):2609-2612. doi: 10.1039/d0cc08060h.

DOI:10.1039/d0cc08060h
PMID:33630980
Abstract

A metal-free and operationally simple strategy for the generation of various α-monofluoroalkyl radicals has been developed. A combination of 1,4-bis(diarylamino)naphthalene photocatalyst and sulfoximine-based fluoroalkylating reagents is the key to success. The protocol can be applied to modular synthesis of β-monofluoroketones through radical monofluoroalkylation of alkenyl acetates.

摘要

已开发出一种用于生成各种α-单氟烷基自由基的无金属且操作简单的策略。1,4-双(二芳基氨基)萘光催化剂和基于亚磺酰亚胺的氟烷基化试剂的组合是成功的关键。该方案可通过醋酸烯基酯的自由基单氟烷基化应用于β-单氟酮的模块化合成。

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