Chemistry Letters
Online ISSN : 1348-0715
Print ISSN : 0366-7022
ISSN-L : 0366-7022
Letter
A New Class of Substrates for the Nucleophilic 5-endo-trig Cyclization, 1-Trifluoromethylvinyl Compounds: Syntheses of Indoline and Pyrrolidine Derivatives
Junji IchikawaTakashi MoriYu Iwai
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2004 Volume 33 Issue 10 Pages 1354-1355

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Abstract

Disfavored 5-endo-trig cyclizations were achieved in 1-trifluoromethylvinyl compounds with a sulfonamido group via (i) intramolecular SN2′ reaction with loss of a fluoride ion or (ii) intramolecular addition to the vinylic group. These reactions provided indoline and pyrrolidine derivatives bearing fluorinated one-carbon units such as difluoromethylene and trifluoromethyl groups.

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© 2004 The Chemical Society of Japan
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