Hybrid Reaction Systems for the Synthesis of Alkylated Compounds Based upon Cu‐Catalyzed Coupling of Radicals and Organometallic Species. Issue 5 (26th September 2019)

• Record Type: Journal Article
• Authors: Takeuchi, Kentaro; Murata, Yumi; Hirata, Goki; Sheppard, Tom D.; Nishikata, Takashi
• Is Part Of: Chemical record. Volume 20:Issue 5(2020)
• Page Start: 403
• Page End: 412
• Publication Date: 2019-09-26
• Subjects: copper -- radical -- alkylation -- addition -- coupling; Chemistry -- Periodicals; 540
• DOI: 10.1002/tcr.201900053
• Languages: English
• ISSNs: 1527-8999

Abstract

Abstract: A transition metal catalyzed alkylation with an alkyl halide is one of the most difficult reactions to achieve, because of the difficult oxidative addition of an alkyl‐halogen bond to a metal, and the tendency of the resulting alkylmetal intermediate to undergo a β‐hydride elimination reaction to give an olefin. In this review, we discuss hybrid reaction systems involving Cu catalyzed combination of radicals and organometallic species, which enable facile alkylation reactions to construct C−C and C‐heteroatom bonds. This paper highlights recent progress in arylation, alkenylation, alkynylation, cyclization, addition and introduction of heteroatoms via these hybrid reaction systems. Abstract : In this paper, we introduce recently developed copper‐catalysed radical/organometallic species combined reaction systems, which can be used to control the combination of these two reactive species to enable carbon‐carbon or carbon‐heteroatom bond formation, often in sterically hindered systems.