Sulfur-Promoted Oxidative Condensation of Chalcones with Unsubstituted Cyanoacetamide in DMSO: Access to 3-Cyanopyrid-2-ones

Bich Ngoc Nguyen; Minh Hieu Tran; Thai Thanh Thu Bui; Dinh Hung Mac; Van Phong Pham; Pascal Retailleau; Thanh Binh Nguyen

doi:10.1021/acs.joc.3c01207

Sulfur-Promoted Oxidative Condensation of Chalcones with Unsubstituted Cyanoacetamide in DMSO: Access to 3-Cyanopyrid-2-ones

J Org Chem. 2023 Aug 4;88(15):11197-11204. doi: 10.1021/acs.joc.3c01207. Epub 2023 Jul 20.

Authors

Bich Ngoc Nguyen¹, Minh Hieu Tran¹, Thai Thanh Thu Bui¹, Dinh Hung Mac¹, Van Phong Pham¹, Pascal Retailleau², Thanh Binh Nguyen²

Affiliations

¹ Faculty of Chemistry, VNU University of Science, Vietnam National University in Hanoi, 19 Le Thanh Tong, Hanoi, Viet Nam.
² Institut de Chimie des Substances Naturelles, CNRS UPR 2301, Université Paris-Sud, Université Paris-Saclay, 1, Av de la Terrasse, Gif-sur-Yvette 91198, France.

PMID: 37470501
DOI: 10.1021/acs.joc.3c01207

Abstract

Elemental sulfur and DABCO were found to be an excellent combination to promote a one-pot cascade of condensation-oxidative cyclization of chalcones and unsubstituted cyanoacetamide in DMSO to provide 3-cyanopyrid-2-ones.