Palladium-Catalyzed [5 + 2] Cycloaddition of Vinyloxiranes with Sulfamate-Derived Cyclic Imines To Construct 1,3-Oxazepine Heterocycles

Palladium-Catalyzed [5 + 2] Cycloaddition of Vinyloxiranes with Sulfamate-Derived Cyclic Imines To Construct 1,3-Oxazepine Heterocycles

Palladium-catalyzed [5 + 2] cycloaddition of 2-aryl-2-vinyloxiranes with sulfamate-derived cyclic imines is described. The zwitterionic allylpalladium intermediates act as five-membered synthon to react with sulfamate-derived cyclic imines to furnish [5 + 2] cycloaddition, giving 1,3-oxazepine deriv...

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Veröffentlicht in:Organic letters 2017-12, Vol.19 (23), p.6268-6271
Hauptverfasser: Wu, Yang, Yuan, Chunhao, Wang, Chang, Mao, Biming, Jia, Hao, Gao, Xing, Liao, Jianning, Jiang, Feng, Zhou, Leijie, Wang, Qijun, Guo, Hongchao
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Sprache:eng
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Zusammenfassung:Palladium-catalyzed [5 + 2] cycloaddition of 2-aryl-2-vinyloxiranes with sulfamate-derived cyclic imines is described. The zwitterionic allylpalladium intermediates act as five-membered synthon to react with sulfamate-derived cyclic imines to furnish [5 + 2] cycloaddition, giving 1,3-oxazepine derivatives in moderate to excellent yields with excellent regioselectivities.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.7b02704