title: Silver-Catalyzed Cross-Coupling of Isocyanides and Active Methylene Compounds by a Radical Process.
abstract: Isocyanides are versatile building blocks, and have been extensively exploited in C-H functionalization reactions. However, transition-metal-catalyzed direct C-H functionalization reactions with isocyanides suffer from over-insertion of isocyanides. Reported herein is a radical coupling/isomerization strategy for the cross-coupling of isocyanides with active methylene compounds through silver-catalysis. The method solves the over-insertion issue and affords a variety of otherwise difficult to synthesize β-aminoenones and tricarbonylmethanes under base- and ligand-free conditions. This report presents a new fundamental C-C bond-forming reaction of two basic chemicals.
authors.affiliation: Department of Chemistry, Northeast Normal University, Renmin Str. 5268, Changchun 130024 (China).
authors.forename: Jianquan
authors.initials: J
authors.lastname: Liu
authors.affiliation: Department of Chemistry, Northeast Normal University, Renmin Str. 5268, Changchun 130024 (China).
authors.forename: Zhenhua
authors.initials: Z
authors.lastname: Liu
authors.affiliation: Department of Chemistry, Northeast Normal University, Renmin Str. 5268, Changchun 130024 (China).
authors.forename: Peiqiu
authors.initials: P
authors.lastname: Liao
authors.affiliation: Department of Chemistry, Northeast Normal University, Renmin Str. 5268, Changchun 130024 (China).
authors.forename: Lin
authors.initials: L
authors.lastname: Zhang
authors.affiliation: Department of Chemistry, Fudan University, 220 Handan Rd, 200433 Shanghai (China).
authors.forename: Tao
authors.initials: T
authors.lastname: Tu
authors.affiliation: Department of Chemistry, Northeast Normal University, Renmin Str. 5268, Changchun 130024 (China). bixh507@nenu.edu.cn.|State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin 300071 (China). bixh507@nenu.edu.cn.
authors.forename: Xihe
authors.initials: X
authors.lastname: Bi
keywords: cross-coupling; isocyanides; isomerization; radicals; silver