Electrochemical oxidative cyclization of N -allylamides for the synthesis of CF 3 -containing benzoxazines and oxazolines

The introduction of trifluoromethyl (-CF ) groups into compounds is a common synthetic strategy in organic chemistry. Commonly used methods for introducing trifluoromethyl groups are limited by harsh reaction conditions, low regioselectivity, or the need for excess reagents. In this study, a facile...

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Veröffentlicht in:RSC advances 2024-01, Vol.14 (1), p.154-159
Hauptverfasser: Li, Yutian, Wang, Li, Zhou, Shengbin, He, Guoxue, Zhou, Yu
Format: Artikel
Sprache:eng
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Zusammenfassung:The introduction of trifluoromethyl (-CF ) groups into compounds is a common synthetic strategy in organic chemistry. Commonly used methods for introducing trifluoromethyl groups are limited by harsh reaction conditions, low regioselectivity, or the need for excess reagents. In this study, a facile electrochemical oxidative and radical cascade cyclization of -(2-vinylphenyl)amides for the synthesis of CF -containing benzoxazines and oxazolines was obtained. This sustainable protocol features inexpensive and durable electrodes, a wide range of substrates, diverse functional group compatibility under transition-metal-free, external-oxidant-free, and additive-free conditions, and can be applied in an open environment.
ISSN:2046-2069
2046-2069
DOI:10.1039/d3ra07282g