Literature DB >> 18729407

Clean and efficient benzylic C-H oxidation in water using a hypervalent iodine reagent: activation of polymeric iodosobenzene with KBr in the presence of montmorillonite-K10.

Toshifumi Dohi1, Naoko Takenaga, Akihiro Goto, Hiromichi Fujioka, Yasuyuki Kita.   

Abstract

We have found that unreactive and insoluble polymeric iodosobenzene [PhIO] n induced aqueous benzylic C-H oxidation to effectively give arylketones, in the presence of KBr and montmorillonite-K10 (M-K10) clay. Water-soluble and reactive species 1 having the unique I(III)-Br bond, in situ generated from [PhIO]n and KBr, was considered to be the key radical initiator during the reactions.

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Year:  2008        PMID： 18729407     DOI： 10.1021/jo8012435

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


  4 in total

1.  Activated carbon for aerobic oxidation: Benign approach toward 2-benzoylbenzimidazoles and 2-benzoylbenzoxazoles synthesis.

Authors:  Kai Bao; Fuqing Li; Hanjing Liu; Zhiwei Wang; Qirong Shen; Jian Wang; Weige Zhang
Journal:  Sci Rep       Date:  2015-06-04       Impact factor: 4.379

2.  Iodine(III) Reagents in Radical Chemistry.

Authors:  Xi Wang; Armido Studer
Journal:  Acc Chem Res       Date:  2017-06-21       Impact factor: 22.384

3.  A unified photoredox-catalysis strategy for C(sp3)-H hydroxylation and amidation using hypervalent iodine.

Authors:  Guo-Xing Li; Cristian A Morales-Rivera; Fang Gao; Yaxin Wang; Gang He; Peng Liu; Gong Chen
Journal:  Chem Sci       Date:  2017-09-04       Impact factor: 9.825

4.  Selective carboxylation of reactive benzylic C-H bonds by a hypervalent iodine(III)/inorganic bromide oxidation system.

Authors:  Toshifumi Dohi; Shohei Ueda; Kosuke Iwasaki; Yusuke Tsunoda; Koji Morimoto; Yasuyuki Kita
Journal:  Beilstein J Org Chem       Date:  2018-05-16       Impact factor: 2.883
  4 in total

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