A novel and efficient catalytic approach to functionalized furo[3,4-b]indol-1-ones is reported. It is based on a palladium-catalyzed sequential process involving an initial cyclization of 2-(hydroxypropyn-1-yl)anilines to form the indole moiety, followed by insertion of carbon monoxide and a second annulation step to build a lactone ring. In a single transformation, two fused heterocycles and three new bonds (C−N, C−C and C−O) are generated. The present methodology gives direct access to structurally complex molecules starting from readily available reagents.

An Unprecedented Pd-Catalyzed Carbonylative Route to Fused Furo[3,4-b]indol-1-ones

Mancuso, Raffaella;Gabriele, Bartolo;
2018

Abstract

A novel and efficient catalytic approach to functionalized furo[3,4-b]indol-1-ones is reported. It is based on a palladium-catalyzed sequential process involving an initial cyclization of 2-(hydroxypropyn-1-yl)anilines to form the indole moiety, followed by insertion of carbon monoxide and a second annulation step to build a lactone ring. In a single transformation, two fused heterocycles and three new bonds (C−N, C−C and C−O) are generated. The present methodology gives direct access to structurally complex molecules starting from readily available reagents.
carbonylation; cyclization; fused heterocycles; indoles; palladium; Catalysis; Organic Chemistry
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/20.500.11770/292507
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