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[3 + 3] Formal Cycloadditions of Nitrones from Isatins and Azaoxyallyl Cations for Construction of Spirooxindoles
Author(s) -
Lin Weijia,
Zhan Gu,
Shi Minglin,
Du Wei,
Chen Yingchun
Publication year - 2017
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.201600864
Subject(s) - chemistry , cycloaddition , combinatorial chemistry , isatin , organic chemistry , catalysis
A [3 + 3] formal cycloaddition reaction between in situ formed azaoxyallyl cations and nitrones from isatins has been developed, furnishing a spectrum of spiro[1,2,4‐oxadiazinan‐5‐one]oxindoles in good to excellent yields with excellent diastereoselectivity. This method provides direct and efficient access to potentially bioactive spirooxindoles incorporating a six‐membered heterocyclic scaffold.