Issue 32, 2018

A silver catalyzed domino reaction of N-cyanamide alkenes and 1,3-dicarbonyls for the synthesis of quinazolinones

Abstract

A silver catalyzed domino reaction of N-cyanamide alkenes and 1,3-dicarbonyls including 1,3-diketones and ethyl acetoacetate has been developed for the facile synthesis of quinazolinones. In the presence of AgNO3/K2S2O8, the diketones could be converted to radicals and coupled with N-cyanamide alkenes to undergo a cyclization cascade for accessing quinazolinones. This method features mild reaction conditions, readily available starting materials, and valuable synthetic utility. Moreover, the products could be further transformed into various heterocycles.

Graphical abstract: A silver catalyzed domino reaction of N-cyanamide alkenes and 1,3-dicarbonyls for the synthesis of quinazolinones

Supplementary files

Article information

Article type
Paper
Submitted
28 May 2018
Accepted
24 Jul 2018
First published
25 Jul 2018

Org. Biomol. Chem., 2018,16, 5899-5906

A silver catalyzed domino reaction of N-cyanamide alkenes and 1,3-dicarbonyls for the synthesis of quinazolinones

G. Xu, C. Tong, S. Cui and L. Dai, Org. Biomol. Chem., 2018, 16, 5899 DOI: 10.1039/C8OB01252K

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