Copper‐Promoted N‐Arylation of the Indole Side Chain of Tryptophan Using Triarylbismuthines,European Journal of Organic Chemistry

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Copper‐Promoted N‐Arylation of the Indole Side Chain of Tryptophan Using Triarylbismuthines
European Journal of Organic Chemistry ( IF 2.5 ) Pub Date : 2020-06-29 , DOI: 10.1002/ejoc.202000667
Adrien Le Roch ₁ , Hwai-Chien Chan ₁ , Alexandre Gagnon ₁

Affiliation

A simple protocol for the regioselective N‐arylation of the indole side chain of tryptophan using triarylbismuth reagents as the arylating agent is reported. The reaction is catalyzed by copper(II) acetate in the presence of an organic base. The protocol allows the installation of electron rich or poor aryl groups with substituents at any position, shows excellent scope and functional group compatibility, and retains the integrity of the stereogenic center.