Literature DB >> 20734980

CCl3CN: a crucial promoter of mCPBA-mediated direct ether oxidation.

Shin Kamijo1, Shoko Matsumura, Masayuki Inoue.   

Abstract

The direct oxidation of ether sp(3) C-H bonds using the new reagent system mCPBA/CCl(3)CN/MeCN has been developed. CCl(3)CN in MeCN drastically alters the reactivity of m-chloroperbenzoic acid (mCPBA), and chemoselective transformation of methyl ethers to ketones was realized under mild conditions. Radical-based mCPBA-mediated oxidation was suggested as the reaction mechanism. The present new reaction expands the utility of methyl ethers as stable synthetic precursors of carbonyl compounds and of mCPBA as a radical-based C-H oxidizing agent.

Entities:  

Mesh：

Substances：

Year:  2010        PMID： 20734980     DOI： 10.1021/ol1018079

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  3 in total

1.  Neurosteroid analogues. 18. Structure-activity studies of ent-steroid potentiators of γ-aminobutyric acid type A receptors and comparison of their activities with those of alphaxalone and allopregnanolone.

Authors:  Mingxing Qian; Kathiresan Krishnan; Eva Kudova; Ping Li; Brad D Manion; Amanda Taylor; George Elias; Gustav Akk; Alex S Evers; Charles F Zorumski; Steven Mennerick; Douglas F Covey
Journal:  J Med Chem       Date:  2013-12-24       Impact factor: 7.446

2.  Oxidation of Secondary Methyl Ethers to Ketones.

Authors:  Pieter J Gilissen; Daniel Blanco-Ania; Floris P J T Rutjes
Journal:  J Org Chem       Date:  2017-06-12       Impact factor: 4.354

3.  Lithium promoted mesoporous manganese oxide catalyzed oxidation of allyl ethers.

Authors:  Biswanath Dutta; Ryan Clarke; Sumathy Raman; Timothy D Shaffer; Laura Achola; Partha Nandi; Steven L Suib
Journal:  Nat Commun       Date:  2019-02-08       Impact factor: 14.919
  3 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.