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

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2019
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Abstract
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 Cā•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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mehta2019phosphazenethe Use this key to autocite in the manuscript while using SciMatic Manuscript Manager or Thesis Manager
Authors Mehta, Saurabh;Brahmchari, Dhirendra;
Journal The Journal of organic chemistry
Year 2019
DOI 10.1021/acs.joc.9b00452
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Keywords
aristolochic acid upper tract urothelial carcinoma aristolochia species balkan endemic nephropathy aristolochic acid nephropathy

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