A New Method for the Synthesis
of Iminoquinones via DMP-Mediated Oxidative Reaction

Hengchang Ma; Shang Wu; Qiangsheng Sun; Hongyan Li; Yannan Chen; Wenqing Zhao; Bihui Ma; Qing Guo; Ziqiang Lei; Jun Yan

doi:10.1055/s-0030-1258202

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Synthesis 2010(19): 3295-3300
DOI: 10.1055/s-0030-1258202

PAPER

A New Method for the Synthesis of Iminoquinones via DMP-Mediated Oxidative Reaction

Hengchang Ma*^a, Shang Wu^a, Qiangsheng Sun^a, Hongyan Li^a, Yannan Chen^a, Wenqing Zhao^a, Bihui Ma^a, Qing Guo^a, Ziqiang Lei*^a, Jun Yan^b
^a Key Laboratory of Polymer Materials of Gansu Province, Key Laboratory of Eco-Environment-Related Polymer Materials Ministry of Education, College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou 730070, P. R. of China
^b Zhejiang HISUN Pharmaceut Co. Ltd, Taizhou, Zhejiang 318000, P. R. of China
Fax: +86(931)7970359; e-Mail: mahc@nwnu.edu.cn;

Further Information

Publication History

Received 20 May 2010
Publication Date:
13 August 2010 (online)

Abstract
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Abstract

Iminoquinones were synthesized by oxidation of primary and secondary amines with hypervalent iodine reagent Dess-Martin periodinane in average to good yields, and possible mechanisms were postulated. This methodology is convenient to establish a library of diversified iminoquinone compounds and has great significance for their potential application in the field of pharmaceuticals.

Key words

iodine - amines - oxidation - electron transfer - quinones - quinone monoimines

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CCDC 643540 contains supplementary crystallographic data for compound 2a; data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data_request/cif.