Rapid synthesis of 3-amino isocoumarin derivatives from ynamides.

Org Biomol Chem

Institute of Organic and Analytical Chemistry, ICOA UMR 7311 CNRS, Université d'Orléans, Pôle de chimie, Rue de Chartres, 45100 Orléans, France.

Published: October 2018

A novel and efficient fast synthesis of 3-amino isocoumarins in good to excellent yields is reported. These interesting scaffolds can be obtained either in a single step from readily available ynamides or in a two-step sequence from the corresponding alkynyl bromide after C-N cross-coupling. This protocol, which only requires a Brønsted or Lewis acid as a promoter, offers an alternative approach toward synthesizing 3-substituted isocoumarins under smooth and fast conditions.

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http://dx.doi.org/10.1039/c8ob02305kDOI Listing

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