Cobalt(III)‐Catalyzed Enantioselective Intermolecular Carboamination by C−H Functionalization DOI

Kristers Ozols,

Shunsuke Onodera,

Łukasz Woźniak

и другие.

Angewandte Chemie International Edition, Год журнала: 2020, Номер 60(2), С. 655 - 659

Опубликована: Сен. 28, 2020

Abstract High‐valent cyclopentadienyl cobalt catalysis is a versatile tool for sustainable C−H bond functionalizations. To harness the full potential of this strategy, control stereoselectivity these processes necessary. Herein, we report highly enantioselective intermolecular carboaminations alkenes through activation N ‐phenoxyamides catalyzed by Co III ‐complexes equipped with chiral (Cp x ) ligands. The method converts widely available acrylates as well bicyclic olefins into attractive enantioenriched isotyrosine derivatives elaborated amino‐substituted scaffolds under very mild conditions. outlined reactivity unique to Cp complexes and complementary 4d‐ 5d‐ precious‐metal catalysts.

Язык: Английский

Recent advances using [Cp*Co(CO)I2] catalysts as a powerful tool for C–H functionalisation DOI

Paula G. Chirila,

Christopher J. Whiteoak

Dalton Transactions, Год журнала: 2017, Номер 46(30), С. 9721 - 9739

Опубликована: Янв. 1, 2017

This perspective highlights recent applications of Cp*CoIII catalysts in C–H functionalisation protocols, exemplifying both terminal couplings and heterocycle formation.

Язык: Английский

Процитировано

129

C–H Alkylations of (Hetero)Arenes by Maleimides and Maleate Esters through Cobalt(III) Catalysis DOI
Zhao Zhang,

Shengnan Han,

Mengyao Tang

и другие.

Organic Letters, Год журнала: 2017, Номер 19(12), С. 3315 - 3318

Опубликована: Июнь 7, 2017

Efficient cobalt(III)-catalyzed (hetero)aryl and alkenyl C–H hydroarylations of maleimides maleate esters have been achieved under remarkably mild reaction conditions. Thus, the versatile cobalt(III) catalyst [Cp*CoI2(CO)] showed excellent atom−and step−economy as well high chemo- site-selectivity providing expedient access to pharmacologically useful succinimides with wide functional group tolerance.

Язык: Английский

Процитировано

121

Cp*Rh(III)/Bicyclic Olefin Cocatalyzed C–H Bond Amidation by Intramolecular Amide Transfer DOI
Xiaoming Wang, Tobias Gensch,

Andreas Lerchen

и другие.

Journal of the American Chemical Society, Год журнала: 2017, Номер 139(18), С. 6506 - 6512

Опубликована: Апрель 18, 2017

A bicyclic olefin was discovered as a cocatalyst in Cp*Rh(III)-catalyzed C–H bond amidation proceeding by an intramolecular amide transfer N-phenoxyacetamide derivatives. Combining experimental and theoretical studies, we propose that the promotes Rh(III) intermediate to undergo oxidative addition into O–N form Rh(V) nitrenoid species subsequently direct add ortho position. The directing group plays dual role cleavable coordinating moiety well essential coupling partner for amidation. This methodology successfully applied late-stage diversification of natural products marketed drug under mild conditions.

Язык: Английский

Процитировано

114

Cobalt-Catalyzed Oxidant-Free Spirocycle Synthesis by Liberation of Hydrogen DOI
Ningning Lv, Yue Liu, Chunhua Xiong

и другие.

Organic Letters, Год журнала: 2017, Номер 19(17), С. 4640 - 4643

Опубликована: Авг. 21, 2017

The first example of oxidant-free cobalt-catalyzed synthesis five-membered spirocycles is reported from benzimidates and maleimides utilizing nitrobenzene as promoter. In contrast to previously known oxidative C–H functionalization reactions, this transformation occurs efficiently in the absence oxidant accompanied by liberation hydrogen. spiro-lactams were readily achieved hydrolysis as-prepared spirocyclic compounds. Cp*Rh(III) catalyst shows poor reactivity.

Язык: Английский

Процитировано

112

Cobalt(III)‐Catalyzed Enantioselective Intermolecular Carboamination by C−H Functionalization DOI

Kristers Ozols,

Shunsuke Onodera,

Łukasz Woźniak

и другие.

Angewandte Chemie International Edition, Год журнала: 2020, Номер 60(2), С. 655 - 659

Опубликована: Сен. 28, 2020

Abstract High‐valent cyclopentadienyl cobalt catalysis is a versatile tool for sustainable C−H bond functionalizations. To harness the full potential of this strategy, control stereoselectivity these processes necessary. Herein, we report highly enantioselective intermolecular carboaminations alkenes through activation N ‐phenoxyamides catalyzed by Co III ‐complexes equipped with chiral (Cp x ) ligands. The method converts widely available acrylates as well bicyclic olefins into attractive enantioenriched isotyrosine derivatives elaborated amino‐substituted scaffolds under very mild conditions. outlined reactivity unique to Cp complexes and complementary 4d‐ 5d‐ precious‐metal catalysts.

Язык: Английский

Процитировано

112