DMSO as a dual carbon synthon in one-pot tandem synthesis of N-alkylated quinazolinones from anthranilamides and acetophenones. (8th August 2022)

• Record Type: Journal Article
• Authors: Yadav, Pushpendra; Yadav, Sourabh; Awasthi, Annapurna; Phanindrudu, Mandalparthi; Bhowmick, Suman; Tiwari, Dharmendra Kumar
• Is Part Of: New journal of chemistry. Volume 46:Number 34(2022)
• Page Start: 16289
• Page End: 16296
• Publication Date: 2022-08-08
• Subjects: Chemistry -- Periodicals; Chimie -- Périodiques; 540
• DOI: 10.1039/d2nj01428a
• Languages: English
• ISSNs: 1144-0546

Abstract

Abstract : DMSO-assisted approach for the synthesis of N -alkylated quinazolinones from readily available 2-aminobenzamide and aryl methyl ketones has been developed. DMSO played a dual role, acting as a solvent as well as a dual carbon synthon, making this process an environmentally benign approach. Abstract : A new, efficient, metal-free, and DMSO-assisted approach for the synthesis of N -alkylated quinazolinones from readily available 2-aminobenzamide and aryl methyl ketones in the presence of an oxidizing agent has been developed. In this unique tandem reaction, DMSO played a dual role, acting as a solvent as well as a dual carbon synthon, making this process an environmentally benign approach to accessing medicinally prevalent N -alkylated quinazolinones. The DMSO-assisted in situ generation of an iminium cation and α, β-unsaturated ketones from 2-aminobenzamide and aryl methyl ketones, respectively, is the key feature involved in this method.