Silver(I)-mediated oxidation/cyclization of acrylamides with alkyl trifluoroborates. Issue 4 (16th February 2021)

• Record Type: Journal Article
• Authors: Ding, Siyi; Ren, Huaping; Zhu, Min; Ma, Qiang; Miao, Zongcheng; Li, Pengfei
• Is Part Of: Synthetic communications. Volume 51:Issue 4(2021)
• Page Start: 593
• Page End: 600
• Publication Date: 2021-02-16
• Subjects: Alkyl radical -- 3, 3-disubstituted oxindole -- sliver(I)-mediated oxidation; Organic compounds -- Synthesis -- Periodicals; Chemistry, Organic; Synthesis; 547.205
• DOI: 10.1080/00397911.2020.1846057
• Languages: English
• ISSNs: 0039-7911

Abstract

Abstract: A mild silver-mediated oxidative cyclization of acrylamides has been developed by using alkyl trifluoroborates as radical precursors. It proceeds through a tandem radical addition/cyclization process, in which two new carbon-carbon bonds were formed. This protocol allows reliable and practical access to build the skeleton of 3, 3-disubstituted oxindoles in moderate yields, the readily available starting reagents, broad substrate scope and mild reaction conditions are the characteristic features of this protocol. Graphical Abstract: