4.8 Article

Sc(OTf)3-catalyzed or t-BuOK promoted tandem reaction of 2-(2-(alkynyl)benzylidene)malonate with indole

Journal

ORGANIC LETTERS
Volume 10, Issue 11, Pages 2251-2254

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol800664z

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Tandem reaction of 2-(2-(alkynyl)benzylidene)malonate with indole was investigated. (Z)-1-Benzylidene-3-(1H-indol-1-yl)-1H-indene-2,2(3H)-dicarboxylate was generated in the presence of t-BuOK at room temperature; whereas 3-((1H-indol-3-yl)(2-(alkynyl)aryl)methyl)-1H-indole was obtained when Sc(OTf)(3) was utilized as catalyst at 50 degrees C.

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