Half-Sandwich d6-Metal (CoIII, RhIII, IrIII, RuII)-Catalyzed Enantioselective C–H Activation DOI Creative Commons
Pu‐Fan Qian, Jun-Yi Li, Yibo Zhou

et al.

SynOpen, Journal Year: 2023, Volume and Issue: 07(04), P. 466 - 485

Published: Sept. 6, 2023

Abstract Transition-metal-catalyzed enantioselective C–H activation provides a straightforward strategy to synthesize chiral molecules from readily available sources. In this graphical review, we summarize the progress on half-sandwich d6-metal (CoIII, RhIII, IrIII, RuII)-catalyzed functionalization reactions. The review is categorized according type of metal catalyst and ligand employed. Representative enantio-determining models catalytic cycles are presented.

Language: Английский

Ligand-Enabled Carboamidation of Unactivated Alkenes through Enhanced Organonickel Electrophilicity DOI
Yeongyu Hwang, Steven R. Wisniewski, Keary M. Engle

et al.

Journal of the American Chemical Society, Journal Year: 2023, Volume and Issue: 145(46), P. 25293 - 25303

Published: Nov. 8, 2023

Catalytic carboamination of alkenes is a powerful synthetic tool to access valuable amine scaffolds from abundant and readily available alkenes. Although number approaches have been developed achieve the rapid buildup molecular complexity in this realm, installation diverse carbon nitrogen functionalities onto unactivated remains underdeveloped. Here we present ligand design approach enable nickel-catalyzed three-component carboamidation that applicable wide range alkenyl derivatives via tandem process involving alkyl migratory insertion inner-sphere metal-nitrenoid transfer. With method, various can be installed into both internal terminal alkenes, leading differentially substituted diamines would otherwise difficult access. Mechanistic investigations reveal tailored Ni(cod)(BQiPr) precatalyst modulates electronic properties presumed π-alkene-nickel intermediate quinone ligand, enhanced carbonickelation efficiency across C═C bond. These findings establish nickel's ability catalyze multicomponent with high exquisite selectivity.

Language: Английский

Citations

8

Rh(III)‐Catalyzed Divergent C2‐carboxymethylation of Indoles and C7‐formylmethylation of Indolines with Vinylene Carbonate DOI

Weinan Hu,

Xu Wang,

Xiaoni Yu

et al.

Asian Journal of Organic Chemistry, Journal Year: 2021, Volume and Issue: 10(10), P. 2557 - 2561

Published: Sept. 3, 2021

Abstract A Rh‐catalyzed divergent alkylation of indole derivatives with vinyl carbonate was described. Depending on the substrate and solvent, indoles reacted alcohols to give C2 carboxymethylated adducts via a sequential three‐component reaction, while indolines in toluene provide C7 formylmethylated products. The structures product 3 5 were further confirmed by X‐ray analysis. current protocol featured broad scope, tunable reaction conditions, functionalization, good regioselectivity.

Language: Английский

Citations

18

Stereoselective Synthesis of Allenyl Alcohols by Cobalt(III)‐Catalyzed Sequential C−H Bond Addition to 1,3‐Enynes and Aldehydes DOI

Chaofan Xu,

Joseph P. Tassone, Brandon Q. Mercado

et al.

Angewandte Chemie International Edition, Journal Year: 2022, Volume and Issue: 61(25)

Published: April 14, 2022

An efficient and stereoselective Co

Language: Английский

Citations

13

Co(iii)-Catalyzed three-component assembling of N-(2-pyrimidyl) indoles with dienes and formaldehyde DOI

Priyambada Prusty,

Masilamani Jeganmohan

Chemical Communications, Journal Year: 2023, Volume and Issue: 59(47), P. 7216 - 7219

Published: Jan. 1, 2023

A highly regio- and chemoselective three-component assembling of N-pyrimidyl indoles with dienes formaldehyde in the presence a Co(III) catalyst was demonstrated. The scope reaction investigated variety indole derivatives to synthesize substituted homoallylic alcohols. Both butadiene isoprene units were compatible reaction. To understand mechanism, various investigations carried out, suggested plausibility mechanism involving C-H bond activation as key step.

Language: Английский

Citations

7

Half-Sandwich d6-Metal (CoIII, RhIII, IrIII, RuII)-Catalyzed Enantioselective C–H Activation DOI Creative Commons
Pu‐Fan Qian, Jun-Yi Li, Yibo Zhou

et al.

SynOpen, Journal Year: 2023, Volume and Issue: 07(04), P. 466 - 485

Published: Sept. 6, 2023

Abstract Transition-metal-catalyzed enantioselective C–H activation provides a straightforward strategy to synthesize chiral molecules from readily available sources. In this graphical review, we summarize the progress on half-sandwich d6-metal (CoIII, RhIII, IrIII, RuII)-catalyzed functionalization reactions. The review is categorized according type of metal catalyst and ligand employed. Representative enantio-determining models catalytic cycles are presented.

Language: Английский

Citations

7