Accessing benzooxadiazepines via formal [4 + 3] cycloadditions of aza-o-quinone methides with nitrones

An unprecedented and efficient [4 + 3] cycloaddition of N-(ortho-chloromethyl)aryl amides with nitrones has been developed. This approach provides easy access to a series of seven-membered benzooxadiazepine derivatives in good to excellent yields (up to 99% yield) under mild reaction conditions.

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Bibliographic Details
Published in:Organic & biomolecular chemistry 2018, Vol.16 (15), p.2639-2642
Main Authors: Zheng, Yong-Sheng, Tu, Liang, Gao, Li-Mei, Huang, Rong, Feng, Tao, Sun, Huan, Wang, Wen-Xuan, Li, Zheng-Hui, Liu, Ji-Kai
Format: Article
Language:English
Subjects:
Amides
Aromatic compounds
Cycloaddition
Quinones
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Summary:An unprecedented and efficient [4 + 3] cycloaddition of N-(ortho-chloromethyl)aryl amides with nitrones has been developed. This approach provides easy access to a series of seven-membered benzooxadiazepine derivatives in good to excellent yields (up to 99% yield) under mild reaction conditions.
ISSN:1477-0520
1477-0539
DOI:10.1039/c8ob00201k