Para-Selective Gold-Catalyzed Direct Alkynylation of Anilines

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.


Published in:
Organic Letters, 14, 744-747
Year:
2012
Publisher:
American Chemical Society
ISSN:
1523-7060
Keywords:
Laboratories:




 Record created 2012-03-22, last modified 2018-12-03

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