Cobalt-catalysed site-selective intra- and intermolecular dehydrogenative amination of unactivated sp3 carbons DOI Creative Commons
Xuesong Wu, Ke Yang, Yan Zhao

et al.

Nature Communications, Journal Year: 2015, Volume and Issue: 6(1)

Published: March 10, 2015

Cobalt-catalysed sp(2) C-H bond functionalization has attracted considerable attention in recent years because of the low cost cobalt complexes and interesting modes action process. In comparison, much less efforts have been devoted to sp(3) carbons. Here we report cobalt-catalysed site-selective dehydrogenative cyclization aliphatic amides via a process on unactivated carbons with assistance bidentate directing group. This method provides straightforward synthesis monocyclic spiro β- or γ-lactams good excellent stereoselectivity functional group tolerance. addition, new procedure developed selectively remove group, which enables free γ-lactam compounds. Furthermore, first intermolecular amination is also realized.

Language: Английский

High‐Valent‐Cobalt‐Catalyzed C−H Functionalization Based on Concerted Metalation–Deprotonation and Single‐Electron‐Transfer Mechanisms DOI
Donghui Wei, Xinju Zhu, Jun‐Long Niu

et al.

ChemCatChem, Journal Year: 2016, Volume and Issue: 8(7), P. 1242 - 1263

Published: March 23, 2016

Abstract C−H functionalization has been established as a powerful strategy for the commercial construction of organic molecules. This review encompasses most recent advances in activation catalyzed by earth‐abundant cobalt complexes, involving two types fundamental reaction paths, that is, concerted metalation–deprotonation (CMD) path associated with non‐oxidative and intermolecular single‐electron‐transfer (SET) path. Transformations high‐valent based on mechanisms used syntheses, including those C−C C−X (X=O N) bond formation, are herein presented.

Language: Английский

Citations

281

Rhodium-catalyzed annulation of arenes with alkynes through weak chelation-assisted C–H activation DOI
Yudong Yang, Kaizhi Li, Yangyang Cheng

et al.

Chemical Communications, Journal Year: 2016, Volume and Issue: 52(14), P. 2872 - 2884

Published: Jan. 1, 2016

This feature article reviews the recent achievements of rhodium-catalyzed annulation arenes with alkynes through weak chelation-assisted C–H activation, which sets a stage for synthesis diverse appealing polycyclic compounds.

Language: Английский

Citations

274

Ruthenium(II)‐Catalyzed CH Activation/Alkyne Annulation by Weak Coordination with O2 as the Sole Oxidant DOI
Svenja Warratz,

Christoph Kornhaaß,

Ana Cajaraville

et al.

Angewandte Chemie International Edition, Journal Year: 2015, Volume and Issue: 54(18), P. 5513 - 5517

Published: March 3, 2015

Aerobic oxidative CH functionalizations of weakly coordinating benzoic acids have been accomplished with versatile ruthenium(II) biscarboxylates under ambient oxygen or air. Mechanistic studies identified the key factors controlling elementary step oxidation ruthenium(0) complex.

Language: Английский

Citations

255

Cobalt-Catalyzed Cyclization of Aliphatic Amides and Terminal Alkynes with Silver-Cocatalyst DOI
Jitan Zhang, Hui Chen, Cong Lin

et al.

Journal of the American Chemical Society, Journal Year: 2015, Volume and Issue: 137(40), P. 12990 - 12996

Published: Sept. 21, 2015

A new method of cobalt-catalyzed synthesis pyrrolidinones from aliphatic amides and terminal alkynes was discovered through a C–H bond functionalization process on unactivated sp3 carbons with the silver cocatalyst using bidentate auxiliary. For first time, broad range easily accessible are exploited as reaction partner in C(sp3)–H activation to give important 5-ethylidene-pyrrolidin-2-ones site-selective fashion. The tolerates wide variety functional groups including −F, −Cl, −Br, −CF3, ether, cyclopropane, thiophene. Both pyridine ligand aromatic solvent play role for promotion reactivity. This cyclization can be successfully extended afford isoindolinones. Attractive features this catalytic system include its low cost, easy operation, convenient access

Language: Английский

Citations

249

Cobalt-catalysed site-selective intra- and intermolecular dehydrogenative amination of unactivated sp3 carbons DOI Creative Commons
Xuesong Wu, Ke Yang, Yan Zhao

et al.

Nature Communications, Journal Year: 2015, Volume and Issue: 6(1)

Published: March 10, 2015

Cobalt-catalysed sp(2) C-H bond functionalization has attracted considerable attention in recent years because of the low cost cobalt complexes and interesting modes action process. In comparison, much less efforts have been devoted to sp(3) carbons. Here we report cobalt-catalysed site-selective dehydrogenative cyclization aliphatic amides via a process on unactivated carbons with assistance bidentate directing group. This method provides straightforward synthesis monocyclic spiro β- or γ-lactams good excellent stereoselectivity functional group tolerance. addition, new procedure developed selectively remove group, which enables free γ-lactam compounds. Furthermore, first intermolecular amination is also realized.

Language: Английский

Citations

246