title: Cobalt-Catalyzed Cyclization of Aliphatic Amides and Terminal Alkynes with Silver-Cocatalyst.
abstract: A new method of cobalt-catalyzed synthesis of pyrrolidinones from aliphatic amides and terminal alkynes was discovered through a C-H bond functionalization process on unactivated sp(3) carbons with the silver cocatalyst using a bidentate auxiliary. For the first time, a broad range of easily accessible alkynes are exploited as the reaction partner in C(sp(3))-H bond activation to give the important 5-ethylidene-pyrrolidin-2-ones in a site-selective fashion. The reaction tolerates a wide variety of functional groups including -F, -Cl, -Br, -CF3, ether, cyclopropane, and thiophene. Both pyridine ligand and aromatic solvent play the important role for the promotion of reactivity. This cobalt-catalyzed cyclization reaction can be successfully extended to a variety of aromatic amides to afford a variety of isoindolinones. Attractive features of this catalytic system include its low cost, easy operation, and convenient access to a wide range of pyrrolidinones and isoindolinones.
authors.affiliation: Department of Chemistry, Zhejiang University , Hangzhou 310027, China.
authors.forename: Jitan
authors.initials: J
authors.lastname: Zhang
authors.affiliation: Department of Chemistry, Zhejiang University , Hangzhou 310027, China.
authors.forename: Hui
authors.initials: H
authors.lastname: Chen
authors.affiliation: Department of Chemistry, Zhejiang University , Hangzhou 310027, China.
authors.forename: Cong
authors.initials: C
authors.lastname: Lin
authors.affiliation: Department of Chemistry, Zhejiang University , Hangzhou 310027, China.
authors.forename: Zhanxiang
authors.initials: Z
authors.lastname: Liu
authors.affiliation: Zhejiang Key Laboratory of Alternative Technologies for Fine Chemicals Process, Shaoxing University , Shaoxing 312000, China.
authors.forename: Chen
authors.initials: C
authors.lastname: Wang
authors.affiliation: Department of Chemistry, Zhejiang University , Hangzhou 310027, China.|State Key Laboratory of Applied Organic Chemistry, Lanzhou University , Lanzhou 730000, China.
authors.forename: Yuhong
authors.initials: Y
authors.lastname: Zhang