Chemoselective synthesis of 5, 4′-imidazolinyl spirobarbiturates via NBS-promoted cyclization of unsaturated barbiturates and amidines. Issue 22 (18th May 2021)

• Record Type: Journal Article
• Authors: Xu, Hui; Huang, Rong-Lu; Shu, Zhu; Hong, Ran; Zhang, Ze
• Is Part Of: Organic & biomolecular chemistry. Volume 19:Issue 22(2021)
• Page Start: 4978
• Page End: 4985
• Publication Date: 2021-05-18
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/d1ob00508a
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : The cyclization of unsaturated barbiturates and amidines promoted by N -bromosuccinimide furnished a variety of structurally novel 5, 4′-imidazolinyl spirobarbiturates with high chemoselectivity, good yields and remarkable functional group tolerance. Abstract : A selective cyclization of unsaturated barbiturates and amidines promoted by N -bromosuccinimide has been successfully developed to afford a vast variety of 5, 4′-imidazolinyl spirobarbiturates in moderate to good yields. The present protocol features broad substrate scope, facile work-up procedure and mild reaction conditions, providing a novel strategy for the highly selective and efficient construction of structurally diverse spiroimidazolines.