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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Ichikawa et al. (2004) studied this question.
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