Zinc-gold cooperative catalysis for the direct alkynylation of benzofurans

The direct alkynylation of benzofurans was achieved for the first time using the hypervalent iodine reagent 1-[(triisopropylsilyl)ethynyl]-1,2-benziodoxol-3(1H)-one (TIPS-EBX) based on the cooperative effect between a gold catalyst and a zinc Lewis acid. High selectivity was observed for C2-alkynylation of benzofurans substituted with alkyl, aryl, halogen and ether groups. The reaction was also successful in the case of the more complex drug 8-methoxypsoralen (8-MOP).


Published in:
Beilstein Journal Of Organic Chemistry, 9, 1763-1767
Year:
2013
ISSN:
1860-5397
Keywords:
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 Record created 2013-10-01, last modified 2018-06-22

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