Four-Component Synthesis of Polysubstituted Pyrazin-2(1)-ones through a Ugi/Staudinger/Aza-Wittig/Isomerization Sequence.

J Org Chem

Key Laboratory of Pesticide & Chemical Biology of Ministry of Education, Hubei International Scientific and Technological Cooperation Base of Pesticide and Green Synthesis, Central China Normal University, Wuhan 430079, P. R. China.

Published: August 2021

A new efficient synthesis of polysubstituted pyrazin-2(1)-ones via the sequential Ugi/Staudinger/aza-Wittig/isomerization reaction has been developed. The four-component Ugi reactions of arylglyoxals , primary amines , α-azidovinyl acids , and isocyanides produced the azides , which were treated with triphenylphosphine to give pyrazin-2(1)-ones in good yields through domino Staudinger/aza-Wittig/isomerization reactions.

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http://dx.doi.org/10.1021/acs.joc.1c00735DOI Listing

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