Bi(OTf)3-mediated cycloisomerization of γ-alkynyl arylketones: application to the synthesis of substituted furans.

Meng-Yang Chang, Yu-Chieh Cheng, Yi-Ju Lu

Organic letters 2015 Mar 6

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A novel Bi(OTf)3-mediated cycloisomerization of γ-alkynyl arylketones 4, 7, or 10 with molecular sieve (MS) in MeNO2 affords 3-substituted furans 3, 8, or 11 at rt for 3 h in moderate to good yields. The method provides mild, less-toxic, atom-economic and efficient conditions. The mechanism has been studied and proposed. Moreover, this route can be enlarged to gram scale.

Citation

Meng-Yang Chang, Yu-Chieh Cheng, Yi-Ju Lu. Bi(OTf)3-mediated cycloisomerization of γ-alkynyl arylketones: application to the synthesis of substituted furans. Organic letters. 2015 Mar 6;17(5):1264-7