Metal-mediated C–CN bond activation in organic synthesis

Y Nakao - Chemical Reviews, 2020 - ACS Publications
Nitriles are ubiquitous versatile building blocks in organic synthesis. Common reactions of
nitriles include the transformation of cyano groups into carbonyl and amine moieties. The …

Recent advances for the photoinduced CC bond cleavage of cycloketone oximes

W Xiao, J Wu - Chinese Chemical Letters, 2020 - Elsevier
Nitriles are widely existed in many bioactive compounds, and they can be easily transformed
into other functional groups. Therefore, the synthesis of nitriles under cyanide-free …

Asymmetric three-component olefin dicarbofunctionalization enabled by photoredox and copper dual catalysis

PZ Wang, Y Gao, J Chen, XD Huan, WJ Xiao… - Nature …, 2021 - nature.com
The intermolecular three-component alkene vicinal dicarbofunctionalization (DCF) reaction
allows installation of two different carbon fragments. Despite extensive investigation into its …

Direct C–H Cyanoalkylation of Quinoxalin-2(1H)-ones via Radical C–C Bond Cleavage

L Yang, P Gao, XH Duan, YR Gu, LN Guo - Organic letters, 2018 - ACS Publications
An efficient synthesis of cyanoalkylated heteroarenes via iron-catalyzed direct C–H
cyanoalkylation of heteroarenes has been developed. Structurally diverse cyanoalkyl motifs …

Enantioselective Amino-and Oxycyanation of Alkenes via Organic Photoredox and Copper Catalysis

S Qian, TM Lazarus, DA Nicewicz - Journal of the American …, 2023 - ACS Publications
The β-amino nitrile moiety and its derivatives frequently appear in natural product synthesis,
in drug design, and as ligands in asymmetric catalysis. Herein, we describe a direct route to …

Intermolecular 1,2-Difunctionalization of Alkenes Enabled by Fluoroamide-Directed Remote Benzyl C(sp3)–H Functionalization

LJ Zhong, ZQ Xiong, XH Ouyang, Y Li… - Journal of the …, 2021 - ACS Publications
A copper-catalyzed remote benzylic C–H functionalization strategy enabling 1, 2-
difunctionalization of alkenes with 2-methylbenzeneamides and nucleophiles, including …

Photocatalytic, phosphoranyl radical-mediated N–O cleavage of strained cycloketone oximes

PJ Xia, ZP Ye, YZ Hu, D Song, HY Xiang… - Organic …, 2019 - ACS Publications
A photoinduced, phosphoranyl radical-mediated protocol for the direct N–O cleavage of
strained cycloketone oximes via a polar/SET crossover process was developed for the first …

Visible-light photoredox-catalyzed dual C–C bond cleavage: Synthesis of 2-cyanoalkylsulfonylated 3, 4-dihydronaphthalenes through the insertion of sulfur dioxide

Y Liu, QL Wang, Z Chen, H Li, BQ Xiong… - Chemical …, 2020 - pubs.rsc.org
An efficient novel visible-light photoredox-catalyzed dual carbon–carbon bond cleavage of
methylenecyclopropanes and cycloketone oximes for the synthesis of 2 …

Visible-light promoted γ-cyanoalkyl radical generation: three-component cyanopropylation/etherification of unactivated alkenes

L Li, H Chen, M Mei, L Zhou - Chemical Communications, 2017 - pubs.rsc.org
A photoredox approach to generate distal cyano-substituted alkyl radicals through C–C
bond cleavage of cyclobutanone oximes was developed. The radicals produced by this …

Enantioselective Copper‐Catalyzed Intermolecular Amino‐and Azidocyanation of Alkenes in a Radical Process

D Wang, F Wang, P Chen, Z Lin… - Angewandte Chemie …, 2017 - Wiley Online Library
Asymmetric copper‐catalyzed intermolecular amino‐and azidocyanation reactions of
alkenes have been developed that proceed via a radical process in which a key benzylic …