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Paper | Special issue | Vol 82, No. 2, 2010, pp.1239-1249
Published online, 6th August, 2010
DOI: 10.3987/COM-10-S(E)68
Generation of 3-(1H-Isochromen-1-yl)-1H-indole via Silver Triflate-Catalyzed Tandem Reaction of 2-Alkynylbenzaldehyde with Indole

Banlai Ouyang, Jianjun Yuan, Qin Yang, Qiuping Ding, Yiyuan Peng,* and Jie Wu*

*Department of Chemistry, Fudan University, 220 Handan Road, Shanghai 200433, China

Abstract

A facile and efficient method is developed for synthesis of 3-(1H-isochromen-1-yl)-1H-indole via silver triflate-catalyzed tandem reaction of 2-alkynylbenzaldehyde with indole. The reaction proceeds smoothly in DMF at room temperature with good substrate generality. The availability of the starting materials combined with mild reaction conditions and the high efficiency of this synthetic route would be attractive and beneficial for the focused library construction.