Literature DB >> 11722224

Selective oxidation of allylic sulfides by hydrogen peroxide with the trirutile-type solid oxide catalyst LiNbMoO(6).

S Choi1, J D Yang, M Ji, H Choi, M Kee, K H Ahn, S H Byeon, W Baik, S Koo.   

Abstract

Chemoselective sulfur oxidation of allylic sulfides containing double bonds of high electron density due to multiple alkyl substituents or extended conjugation was developed using the composite metal oxide catalyst, LiNbMoO(6), without any epoxidation of the electron-rich double bond(s). Selective oxidation to either the corresponding sulfoxides or the sulfones was realized by controlling the stoichiometry of the quantitative oxidant, H(2)O(2). This new oxidant system had general applicability for chemoselective oxidation of various allylic, benzylic, or propargylic sulfides containing unsaturated carbon-carbon bonds with different electron properties. Various functional groups including hydroxy, formyl, and ethers of THP or TBDMS are compatible under this mild oxidation reaction condition.

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Year:  2001        PMID: 11722224     DOI: 10.1021/jo016013s

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  2 in total

1.  Catalytic Hydrothiolation: Counterion-Controlled Regioselectivity.

Authors:  Xiao-Hui Yang; Ryan T Davison; Shao-Zhen Nie; Faben A Cruz; Tristan M McGinnis; Vy M Dong
Journal:  J Am Chem Soc       Date:  2019-02-08       Impact factor: 15.419

2.  Chemoselective O-Alkylation of 4-(Trifluoromethyl)pyrimidin-2(1H)-ones Using 4-(Iodomethyl)pyrimidines.

Authors:  Mateus Mittersteiner; Genilson S Pereira; Ludger A Wessjohann; Helio G Bonacorso; Marcos A P Martins; Nilo Zanatta
Journal:  ACS Omega       Date:  2022-05-24
  2 in total

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