Oxidative Coupling of Enamines and Disulfides  via  Tetrabutylammonium Iodide/ tert‐ Butyl Hydroperoxide‐Mediated Intermolecular Oxidative C( sp   2  )S Bond Formation Under Transition Metal‐Free Conditions | Zendy

Sun Jiyun | Zendy; ZhangNegrerie Daisy | Zendy; Du Yunfei | Zendy

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Oxidative Coupling of Enamines and Disulfides via Tetrabutylammonium Iodide/ tert‐ Butyl Hydroperoxide‐Mediated Intermolecular Oxidative C( sp 2 )S Bond Formation Under Transition Metal‐Free Conditions

Author(s) -

Sun Jiyun,

ZhangNegrerie Daisy,

Du Yunfei

Publication year - 2016

Publication title -

advanced synthesis and catalysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.541

H-Index - 155

eISSN - 1615-4169

pISSN - 1615-4150

DOI - 10.1002/adsc.201501099

Subject(s) - chemistry , intermolecular force , enamine , oxidative phosphorylation , oxidative coupling of methane , catalysis , photochemistry , iodide , medicinal chemistry , organic chemistry , molecule , biochemistry

The reaction of enamine compounds with disulfides in the presence of tert ‐butyl hydroperoxide and a catalytic amount of tetrabutylammonium iodide conveniently afforded a variety of α ‐thioenamine compounds through the intermolecular oxidative C( sp 2 )S coupling. Incorporating both of the sulfide moieties in the disulfides into the final products under oxidative conditions, this novel approach exhibits the feature of atom efficiency. A radical mechanistic pathway for the reaction process has been proposed.

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