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Unusual Cycloadducts from the Dipolar Cycloaddition of Allenyl Perfluoroalkyl Sulfones to Nitrones
Author(s) -
Wang XiaoJin,
Liu JinTao
Publication year - 2007
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.200790121
Subject(s) - chemistry , cycloaddition , nitrone , ether , medicinal chemistry , 1,3 dipolar cycloaddition , dipole , organic chemistry , photochemistry , catalysis
The dipolar cycloaddition reaction of allenyl perfluoroalkyl sulfones ( 1 ) to nitrones ( 2 ) was described. Unlike nonfluorine‐containing allenyl sulfones, 1 reacted readily with 2 in ether at room temperature and unusual zwitterionic cycloadducts ( 3 ) were obtained in good yields due to the strong electron‐withdrawing effect of perfluoroalkyl groups. The structure of 3 was characterized by spectral analyses and X‐ray crystallography.
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