Copper-catalyzed C–H [3 + 2] annulation of N-substituted anilines with α-carbonyl alkyl bromides via C(sp3)–Br/C(sp2)–H functionalization. Issue 11 (6th March 2020)

• Record Type: Journal Article
• Authors: Cao, An-Zhu; Xiao, Yu-Ting; Wu, Yan-Chen; Song, Ren-Jie; Xie, Ye-Xiang; Li, Jin-Heng
• Is Part Of: Organic & biomolecular chemistry. Volume 18:Issue 11(2020)
• Page Start: 2170
• Page End: 2174
• Publication Date: 2020-03-06
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/d0ob00399a
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : A copper-catalyzed C–H [3 + 2] annulation of N -substituted anilines with α-carbonyl alkyl bromides for the synthesis of 3, 3′-disubstituted oxindoles is developed. Abstract : A copper-catalyzed C–H [3 + 2] annulation of N -substituted anilines with α-carbonyl alkyl bromides for the synthesis of 3, 3′-disubstituted oxindoles is developed. Tandem C–H cycloamidation reactions of various α-carbonyl alkyl bromide derivatives including tertiary-α-bromoalkyl ketone esters, malonic esters and cycloalkanes, with N -aryl or alkyl substituted anilines, can be performed using this system, affording a vast array of valuable 3, 3′-disubstituted oxindoles in moderate to good yields.