Literature DB >> 10774009

Chemoselective C-H oxidation of alcohols to carbonyl compounds with iodosobenzene catalyzed by (salen)chromium complex

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Abstract

Primary and secondary alcohols with benzylically and allylically activated C-H bonds are chemoselectively oxidized to the corresponding carbonyl compounds by the (salen)Cr(III) complex I as the catalyst and iodosobenzene as the oxygen source; the oxidizing species is the Cr(V) oxo complex. Allylic alcohols with fully substituted double bonds give appreciable amounts of epoxides besides the C-H oxidation products enones, while saturated alcohols are less readily oxidized.

Entities:  

Year:  2000        PMID: 10774009     DOI: 10.1021/jo9913457

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


  2 in total

1.  Formation and characterization of a reactive chromium(v)-oxo complex: mechanistic insight into hydrogen-atom transfer reactions.

Authors:  Hiroaki Kotani; Suzue Kaida; Tomoya Ishizuka; Miyuki Sakaguchi; Takashi Ogura; Yoshihito Shiota; Kazunari Yoshizawa; Takahiko Kojima
Journal:  Chem Sci       Date:  2014-10-17       Impact factor: 9.825

2.  Sodium Copper Chlorophyllin Catalyzed Chemoselective Oxidation of Benzylic Alcohols and Diarylmethanes in Water.

Authors:  Shi-Juan Liu; Miao Zhang; Rong Lu; Xiu-Ying Li; Guang-Bo Che
Journal:  Molecules       Date:  2018-07-27       Impact factor: 4.411

  2 in total

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