Journal
SYNLETT
Volume -, Issue 11, Pages 1719-1723Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/s-2008-1077881
Keywords
Hg(OTf)2; N-tosylanilinoallylic alcohol cyclization; 2-vinylindoline; 2-vinylpyrrolidine; 2-vinylpiperidine
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Funding
- Ministry of Education, Culture, Sports, Science, and Technology of the Japanese Government
- MEXT.HAITEKU
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The Hg(OTf)(2)-catalyzed cyclization of N-tosylanilinoallylic alcohols giving rise to vinyl-substituted indolines has been developed. The reaction takes place with a highly efficient catalytic turnover (Lip to 1000 times) under mild conditions. The hydroxyl group of the organomercuric intermediate is protonated by in situ formed TfOH generating an oxonium cation, which regenerates the catalyst after demercuration.
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