Literature DB >> 30392358

Safer Synthesis of (Diacetoxyiodo)arenes Using Sodium Hypochlorite Pentahydrate.

Ayumi Watanabe1, Kazunori Miyamoto1, Tomohide Okada2, Tomotake Asawa2, Masanobu Uchiyama1,3.   

Abstract

A practical method for the preparation of (diacetoxyiodo)arene ArI(OAc)2 is described. The use of commercially available sodium hypochlorite pentahydrate (NaClO·5H2O) enabled safe, rapid, and inexpensive oxidation of iodoarenes with electron-withdrawing and -donating substituents. The method allows tandem divergent access to synthetically useful organo-λ3-iodanes such as hydroxyl(tosyloxy)iodobenzene, iodosylbenzene, iodonium ylide, etc.

Entities:  

Year:  2018        PMID: 30392358     DOI: 10.1021/acs.joc.8b02541

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


  2 in total

1.  Metal-free mechanochemical oxidations in Ertalyte® jars.

Authors:  Andrea Porcheddu; Francesco Delogu; Lidia De Luca; Claudia Fattuoni; Evelina Colacino
Journal:  Beilstein J Org Chem       Date:  2019-07-25       Impact factor: 2.883

2.  A new hypervalent iodine(iii/v) oxidant and its application to the synthesis of 2H-azirines.

Authors:  Guangtao Zhang; Yuanxun Wang; Jun Xu; Jiyun Sun; Fengxia Sun; Yilin Zhang; Chenglin Zhang; Yunfei Du
Journal:  Chem Sci       Date:  2019-12-06       Impact factor: 9.825

  2 in total

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