Cu-Catalyzed Sequential Dehydrogenation–Conjugate Addition for β-Functionalization of Saturated Ketones: Scope and Mechanism DOI
Xiaoming Jie, Yaping Shang, Xiaofeng Zhang

и другие.

Journal of the American Chemical Society, Год журнала: 2016, Номер 138(17), С. 5623 - 5633

Опубликована: Апрель 11, 2016

The first copper-catalyzed direct β-functionalization of saturated ketones is reported. This protocol enables diverse to couple with a wide range nitrogen, oxygen and carbon nucleophiles in generally good yields under operationally simple conditions. detailed mechanistic studies including kinetic studies, KIE measurements, identification reaction intermediates, EPR UV–visible experiments were conducted, which reveal that this proceeds via novel radical-based dehydrogenation enone subsequent conjugate addition sequence.

Язык: Английский

Heterogeneous catalytic approaches in C–H activation reactions DOI Creative Commons
Stefano Santoro, S.I. Kozhushkov, Lutz Ackermann

и другие.

Green Chemistry, Год журнала: 2016, Номер 18(12), С. 3471 - 3493

Опубликована: Янв. 1, 2016

This review summarizes the development of user-friendly, recyclable and easily separable heterogeneous catalysts for C–H activation during last decade until December 2015.

Язык: Английский

Процитировано

205

Recent advances in the sulfonylation of C–H bonds with the insertion of sulfur dioxide DOI
Guanyinsheng Qiu,

Kaida Zhou,

Jie Wu

и другие.

Chemical Communications, Год журнала: 2018, Номер 54(89), С. 12561 - 12569

Опубликована: Янв. 1, 2018

Recent advances in the sulfonylation of C-H bonds with insertion sulfur dioxide are summarized. Usually, a surrogate, DABCO·(SO2)2, is used, which avoids utilization gaseous transformation. Inorganic sulfites such as sodium metabisulfite also effective C(sp3)-H bond sulfonylation. under transition metal catalysis or through radical process has been developed. In some cases, can be performed catalyst- and additive-free conditions, facilitated by visible light irradiation. The efficiency investigated merging catalysis.

Язык: Английский

Процитировано

188

Site-Selective Alkenylation of δ-C(sp3)–H Bonds with Alkynes via a Six-Membered Palladacycle DOI
Jingwen Xu, Zhuo‐Zhuo Zhang, Wei‐Hao Rao

и другие.

Journal of the American Chemical Society, Год журнала: 2016, Номер 138(34), С. 10750 - 10753

Опубликована: Авг. 16, 2016

Most chelation-assisted aliphatic C-H activation proceeds through a kinetically favored five-membered cyclometalated intermediate. Here, we report the first site-selective alkenylation of δ-C(sp(3))-H in presence more accessible γ-C(sp(3))-H bonds via less six-membered palladacycle. A wide range functional groups are tolerated, and unique protocol can be applied to synthesis chiral piperidines. Moreover, mechanistic insights have been conducted elucidate origin unusual site-selectivity.

Язык: Английский

Процитировано

185

α-Keto Acids: Acylating Agents in Organic Synthesis DOI
Filipe Penteado, Eric F. Lopes, Diego Alves

и другие.

Chemical Reviews, Год журнала: 2019, Номер 119(12), С. 7113 - 7278

Опубликована: Апрель 16, 2019

A significant number of important acyl-transfer reactions, such as direct acylation, ortho heteroatom and a diversity cyclization reactions using the title compound key starting material, have been described in recent years. Just like sleeping beauty, α-oxocarboxylic acids were awakened from 17-year sleep to become reagents classical new acylation reactions. The greener characteristic coproduct formed α-keto acid (only CO2), together with its versatility building block catalytic organic synthesis, accredit it candidate green acylating agent, an alternative acyl chloride, other reagents. This review presents impressive breakthroughs achieved mainly past decade development for formation C-C, C-N, C-S bonds acids.

Язык: Английский

Процитировано

183

Cu-Catalyzed Sequential Dehydrogenation–Conjugate Addition for β-Functionalization of Saturated Ketones: Scope and Mechanism DOI
Xiaoming Jie, Yaping Shang, Xiaofeng Zhang

и другие.

Journal of the American Chemical Society, Год журнала: 2016, Номер 138(17), С. 5623 - 5633

Опубликована: Апрель 11, 2016

The first copper-catalyzed direct β-functionalization of saturated ketones is reported. This protocol enables diverse to couple with a wide range nitrogen, oxygen and carbon nucleophiles in generally good yields under operationally simple conditions. detailed mechanistic studies including kinetic studies, KIE measurements, identification reaction intermediates, EPR UV–visible experiments were conducted, which reveal that this proceeds via novel radical-based dehydrogenation enone subsequent conjugate addition sequence.

Язык: Английский

Процитировано

177