Phosphazene Superbase-mediated Regio- and Stereoselective Iodoaminocyclization of 2-(1-Alkynyl)benzamides for the Synthesis of Isoindolin-1-ones.

08:00 EDT 15th April 2019 | BioPortfolio

Summary of "Phosphazene Superbase-mediated Regio- and Stereoselective Iodoaminocyclization of 2-(1-Alkynyl)benzamides for the Synthesis of Isoindolin-1-ones."

Phosphazene superbase P- t-Bu mediated iodoaminocyclization of 2-(1-alkynyl)benzamides is reported. The reaction works under ambient conditions, and instantaneously results in the synthesis of isoindolin-1-ones in 65-97% yields, in a regio- and stereoselective manner. The exclusive formation of products with Z-geometry (across the exo C=C bond) has been confirmed through X-ray crystallography. The methodology also provides an easy access to Aristolactams, an important class of natural products. This has been successfully demonstrated by synthesizing two Aristolactam derivatives (including Cepharanone B).


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This article was published in the following journal.

Name: The Journal of organic chemistry
ISSN: 1520-6904


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