Rapid construction of γ-lactam containing 3, 3-disubstituted oxindoles via a silver-catalyzed cascade radical bicyclization reaction. Issue 21 (22nd September 2022)

• Record Type: Journal Article
• Authors: Xie, Lin; Cao, Ruizhe; Huang, Yingxue; Zhang, Qian; Fang, Zeguo; Li, Dong
• Is Part Of: Organic chemistry frontiers. Volume 9:Issue 21(2022)
• Page Start: 5929
• Page End: 5934
• Publication Date: 2022-09-22
• Subjects: Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1039/d2qo01175a
• Languages: English
• ISSNs: 2052-4110

Abstract

Abstract : An efficient cascade bicyclization strategy for the construction of γ-lactam containing 3, 3-disubstituted oxindole derivatives is described, which enables the sequential assembly of both unactivated and activated double bonds in one pot. Abstract : An efficient cascade bicyclization strategy for the construction of γ-lactam containing 3, 3-disubstituted oxindole derivatives under silver catalysis is described. The method enables the sequential assembly of both unactivated and activated double bonds in N -phenyl-4-pentenamide and N -methyl- N -phenylacrylamide in one pot through a cascade intramolecular cyclization/radical addition/cyclization process. Two N-heterocycles with one C–N bond and two C–C bonds were formed simultaneously. Moreover, the approach is general and exhibits wide functional group compatibility, providing access to a variety of bicyclic N-heterocycle products.