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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 22, 1992 - Issue 15
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Original Articles

Palladium-Catalyzed Coupling of 3-Indolyl Triflate. Syntheses of 3-Vinyl and 3-Alkynylindoles

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Pages 2129-2141 | Received 08 Mar 1992, Published online: 24 Sep 2006
 

Abstract

Palladium-catalyzed coupling of 1-(phenylsulfonyl)indol-3-yl trifluoromethanesulfonate (triflate) (1) with terminal alkenes and alkynes gives 3-vinyl (2) and 3-alkynylindoles in 45—93% yields. An attempt to generate 2, 3-indolyne 22 from 2-trimethylsilyl-3-indolyl triflate 20 gives indigo (23).

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