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 / Acerbi, Alessandra; Carfagna, Carla; Costa, Mirco; Mancuso, Raffaella; Gabriele, Bartolo; Della Ca', Nicola. - In: CHEMISTRY-A EUROPEAN JOURNAL. - ISSN 0947-6539. - 24(2018), pp. 4835-4840. [10.1002/chem.201706067]

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

ACERBI, ALESSANDRA;Costa, Mirco;Della Ca', Nicola
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.
An Unprecedented Pd-Catalyzed Carbonylative Route to Fused Furo[3,4-b]indol-1-ones / Acerbi, Alessandra; Carfagna, Carla; Costa, Mirco; Mancuso, Raffaella; Gabriele, Bartolo; Della Ca', Nicola. - In: CHEMISTRY-A EUROPEAN JOURNAL. - ISSN 0947-6539. - 24(2018), pp. 4835-4840. [10.1002/chem.201706067]
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/11381/2840753
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