One-Pot Synthesis of Quinoxalinones via Tandem Nitrosation/Cyclization of N-Aryl Cyanoacetamides

J Org Chem. 2017 Oct 20;82(20):11247-11252. doi: 10.1021/acs.joc.7b01930. Epub 2017 Oct 6.

Abstract

A new one-pot strategy for the synthesis of quinoxalin-2-ones from the tandem nitrosation/cyclization reaction of N-aryl cyanoacetamides with tert-butyl nitrite has been developed. The dehydrogenative N-incorporation is achieved through a sequence of nitrosation, tautomerization, and cyclization, affording quinoxalin-2-ones in moderate to good yields with good functional group tolerance.

Publication types

  • Research Support, Non-U.S. Gov't