One-Pot Regiospecific Synthesis of Quinoxalines via a CH2-Extrusion Reaction.

Org Lett

Key Laboratory of Xiamen Marine and Gene Drugs, Institutes of Molecular Medicine and School of Biomedical Sciences, Huaqiao University & Engineering Research Center of Molecular Medicine, Ministry of Education , Xiamen 361021, China.

Published: March 2016

A convenient "one-pot" regiospecific synthesis of substituted quinoxalines from o-phenylenediamines and ynones under metal-free conditions has been developed. An intermolecular Michael addition reaction, a dehydration condensation, and a base-promoted C-α-CH2-extrusion were involved in this procedure, which features high regioselectivity, efficiency, and environmental friendliness. Various quinoxalines were provided in up to 95% yield for 33 examples.

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http://dx.doi.org/10.1021/acs.orglett.6b00309DOI Listing

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