3 years ago

Regioselective Synthesis of Indolopyrazines through a Sequential Rhodium-Catalyzed Formal [3+3] Cycloaddition and Aromatization Reaction of Diazoindolinimines with Azirines

Regioselective Synthesis
of Indolopyrazines through
a Sequential Rhodium-Catalyzed Formal [3+3] Cycloaddition and Aromatization
Reaction of Diazoindolinimines with Azirines
Yonghyeon Baek, Phil Ho Lee, Hyunseok Kim, Chanyoung Maeng
A regioselective synthetic method for the preparation of indolopyrazines was demonstrated through a sequential Rh-catalyzed formal [3+3] cycloaddition and aromatization reaction of a wide range of diazoindolinimines with azirines. Because the previously reported synthetic methods afforded mixtures of indolopyrazines, the present method using unsymmetrical azirines has a strong advantage from a regioselectivity viewpoint.

Publisher URL: http://dx.doi.org/10.1021/acs.joc.8b00115

DOI: 10.1021/acs.joc.8b00115

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