58952-47-9Relevant academic research and scientific papers
Radical Transformation of Aliphatic C-H Bonds to Oxime Ethers via Hydrogen Atom Transfer
Wang, Xinmou,Yu, Mo,Song, Hongjian,Liu, Yuxiu,Wang, Qingmin
supporting information, p. 8353 - 8358 (2021/10/25)
Herein, we describe a strategy for conversion of aliphatic C-H bonds to oxime ethers via hydrogen atom transfer. In this strategy, the decatungstate anion and sulfate radical play complementary roles in the abstraction of hydrogen atoms from primary, secondary, and tertiary C-H bonds of alkanes. The easy accessibility of alkanes and the broad substrate scope, mild conditions, and excellent regioselectivity of these reactions make this strategy applicable for the transformation of raw materials to high-value chemicals.
DMSO-Enabled Selective Radical O?H Activation of 1,3(4)-Diols
Han, Bing,Jiao, Ning,Jin, Rui,Liu, Guoquan,Liu, Jianzhong,Zhang, Ziyao,Zhu, Yuchao
supporting information, p. 19851 - 19856 (2020/09/04)
Control of selectivity is one of the central topics in organic chemistry. Although unprecedented alkoxyl-radical-induced transformations have drawn a lot of attention, compared to selective C?H activation, selective radical O?H activation remains less explored. Herein, we report a novel selective radical O?H activation strategy of diols by combining spatial effects with proton-coupled electron transfer (PCET). It was found that DMSO is an essential reagent that enables the regioselective transformation of diols. Mechanistic studies indicated the existence of the alkoxyl radical and the selective interaction between DMSO and hydroxyl groups. Moreover, the distal C?C cleavage was realized by this selective alkoxyl-radical-initiation protocol.
Cobalt catalyzed functionalization of unactivated alkenes: Regioselective reductive C-C bond forming reactions
Gaspar, Boris,Carreira, Erick M.
supporting information; experimental part, p. 13214 - 13215 (2010/01/21)
(Chemical Equation Presented) The cobalt catalyzed hydroaldoximation and hydrocyanooximation of unactivated alkenes is reported. Secondary and tertiary aldoximes and oximonitriles are synthesized with excellent regioselectivity under mild conditions, and conversion of the products to valuable intermediates is documented. The reactions expand the arsenal of reductive carbon-carbon bond forming reactions as well as regioselective functionalizations of unactivated double bonds.
