Regio- and Diastereoselective Indium-Catalyzed Conia-Ene Reaction of ortho-Alkynyl Diketopiperazines to Access Fused Diketopiperazinoindolines.

The Journal of Organic Chemistry
Hossein Zahedian TejenekiFrank Rominger

Abstract

An efficient synthesis of diketopiperazinoindolines through an indium-catalyzed intramolecular 5-exo-dig cyclization of ortho-alkynyl diketopiperazines has been reported. The formation of diketopiperazinoindolines proceeds via a regio- and diastereoselective Conia-ene reaction. This synthetic method opens a new door for easy access to functionalized fused diketopiperazinoindolines in high to excellent yields with exclusive Z diastereoselectivity.

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Citations

Sep 9, 2021·The Journal of Organic Chemistry·Elmira Meghrazi AhadiHamid Reza Bijanzadeh

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