Journal
ORGANIC LETTERS
Volume 14, Issue 3, Pages 744-747Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol203289v
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- EPFL
- F. Hoffmann-La Roche Ltd
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A method for the para-selective alkynylation of anilines is reported using AuCl as catalyst and triisopropylsilylethynyl-1,2-benziodoxol-3(1H)-one (TIPS-EBX) as an electrophilic acetylene equivalent. Para-alkynyl anilines substituted at positions 2 or 3 were obtained in one step from simple anilines under mild conditions (room temperature to 60 degrees C) under air. The methodology could also be extended to the alkynylation of trimethoxybenzenes.
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