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Unusual Cycloadducts from the Dipolar Cycloaddition of Allenyl Perfluoroalkyl Sulfones to Nitrones

✍ Scribed by Xiao-Jin Wang; Jin-Tao Liu

Book ID: 102101901
Publisher: John Wiley and Sons
Year: 2007
Tongue: English
Weight: 71 KB
Volume: 25
Category: Article
ISSN: 0256-7660
DOI: 10.1002/cjoc.200790121

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✦ Synopsis

Abstract

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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