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Nickel-Catalyzed Synthesis of Quinazolinediones. | LitMetric

Nickel-Catalyzed Synthesis of Quinazolinediones.

Org Lett

Chemical and Synthetic Development, Bristol-Myers Squibb Company , One Squibb Drive, New Brunswick, New Jersey 08903-0191, United States.

Published: March 2017

AI Article Synopsis

Article Abstract

A nickel(0)-catalyzed method for the synthesis of quinazolinediones from isatoic anhydrides and isocyanates is described. High-throughput ligand screening revealed that XANTPHOS was the optimal ligand for this transformation. Subsequent optimization studies, supported by kinetic analysis, significantly expanded the reaction scope. The reaction exhibits a case of substrate inhibition kinetics with respect to the isocyanate. Preliminary results on an asymmetric synthesis of atropisomeric quinazolinediones are reported.

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Source
http://dx.doi.org/10.1021/acs.orglett.7b00052DOI Listing

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