scispace - formally typeset
Journal ArticleDOI

Direct Sp3α-C-H activation and functionalization of alcohol and ether.

Shu-Yu Zhang, +2 more
- 21 Mar 2011 - 
- Vol. 40, Iss: 4, pp 1937-1949
Reads0
Chats0
TLDR
Seven kinds of sp(3)α-C-H activation/C-C formation reactions of alcohols and ethers have been reviewed in this tutorial review, from the viewpoint of both methodology and synthetic application, towards the efficiency, chemo-, regio- and stereoselectivity, catalytic system, substrate scope and mechanistic study.
Abstract
Seven kinds of sp3 α-C–H activation/C–C formation reactions of alcohols and ethers have been reviewed in this tutorial review, from the viewpoint of both methodology and synthetic application, towards the efficiency, chemo-, regio- and stereoselectivity, catalytic system, substrate scope and mechanistic study. Section 2 describes radical-mediated α-C–H activation and addition/elimination of ethers with unsaturated (CC and CC) species. Sections 3–8 discuss the α-C–H activation and additions of alcohols and/or ethers with unsaturated (CC, CC, CO and CN) compounds, which involve the key processes of radical mediation, carbenoid insertion, 1,5-H-migration, oxidative dehydrogenation coupling, transfer hydrogenative coupling, and metal-mediated CC insertion into the C–H bond.

read more

Citations
More filters
Journal ArticleDOI

Copper-Catalyzed Aerobic Oxidative C ? H Functionalizations: Trends and Mechanistic Insights

TL;DR: This work has reported several recently reported Cu-catalyzed C-H oxidation reactions that feature substrates that are electron-deficient or appear unlikely to undergo single-electron transfer to copper(II), and evidence has been obtained for the involvement of organocopper(III) intermediates in the reaction mechanism.
Journal ArticleDOI

The medicinal chemist's toolbox for late stage functionalization of drug-like molecules

TL;DR: This review details a toolbox of intermolecular C-H functionalization chemistries with proven applicability to drug-like molecules, classified by regioselectivity patterns, and gives guidance on how to systematically develop LSF strategies using these patterns and other considerations.
Journal ArticleDOI

Recent advances in the synthesis of nitrogen heterocycles via radical cascade reactions using isonitriles as radical acceptors

TL;DR: A review of recent advances in novel synthetic methods for the construction of nitrogen containing heterocycles highlights recent advances and includes important pioneering studies in this area.
Journal ArticleDOI

Direct α-Arylation of Ethers through the Combination of Photoredox-Mediated C ? H Functionalization and the Minisci Reaction

TL;DR: The direct α-arylation of cyclic and acyclic ethers with heteroarenes has been accomplished through the design of a photoredox-mediated CH functionalization pathway, which allows direct access to medicinal pharmacophores of broad utility using feedstock substrates and a commercial photocatalyst.
References
More filters
Journal ArticleDOI

Cross-dehydrogenative coupling (CDC): exploring C-C bond formations beyond functional group transformations.

TL;DR: This work over the past several years to form carbon-carbon bonds directly from two different C-H bonds under oxidative conditions, cross-dehydrogenative coupling (CDC) is described, which provides an alternative to the separate steps of prefunctionalization and defunctionsalization that have traditionally been part of synthetic design.
Journal ArticleDOI

Catalytic C–H functionalization by metal carbenoid and nitrenoid insertion

TL;DR: Several facets of these kinds of C–H functionalization reactions are discussed and a perspective on how this methodology has affected the synthesis of complex natural products and potential pharmaceutical agents are provided.
Journal ArticleDOI

Direct sp3 C–H bond activation adjacent to nitrogen in heterocycles

TL;DR: This tutorial review aims to summarize the key examples of direct functionalization of nitrogen-containing heterocycles via metal-mediated and metal-catalyzed processes, which is meant to serve as a foundation for future investigations into this rapidly developing area of research.
Journal ArticleDOI

Cu-catalyzed cross-dehydrogenative coupling: A versatile strategy for C–C bond formations via the oxidative activation of sp3 C–H bonds

TL;DR: Various sp, sp(2), and sp(3) C-H bonds of pronucleophiles were used in the Cu-catalyzed CDC reactions and the mechanisms of the CDC reactions are discussed.
Related Papers (5)