Synthesis of 3-alkyl- or 3-allenyl-2-amidobenzofurans via electrophilic cyclization of o-anisole-substituted ynamides with carbocations

Yulong Kong; Kezhi Jiang; Jian Cao; Lingzi Fu; Lian Yu; Guoqiao Lai; Yuming Cui; Ziqiang Hu; Guanhai Wang

doi:10.1021/ol303474a

Synthesis of 3-alkyl- or 3-allenyl-2-amidobenzofurans via electrophilic cyclization of o-anisole-substituted ynamides with carbocations

Org Lett. 2013 Jan 18;15(2):422-5. doi: 10.1021/ol303474a. Epub 2013 Jan 9.

Authors

Yulong Kong¹, Kezhi Jiang, Jian Cao, Lingzi Fu, Lian Yu, Guoqiao Lai, Yuming Cui, Ziqiang Hu, Guanhai Wang

Affiliation

¹ Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education, Hangzhou Normal University, Wenyi Road 222, Hangzhou 310012, People's Republic of China.

PMID: 23301862
DOI: 10.1021/ol303474a

Abstract

A facile carbocation-induced electrophilic cyclization reaction has been developed for the synthesis of 3-alkyl- or 3-allenyl-2-amidobenzofurans from o-anisole-substituted ynamides and diarylmethanol or 1,1-diarylprop-2-yn-1-ol.