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Metal-Free TEMPO-Promoted C(sp3)-H Amination To Afford Multisubstituted Benzimidazoles

Ding Xue and Ya-Qiu Long*

*CAS Key Laboratory of Receptor Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zuchongzhi Road, Shanghai 201203, China, Email: yqlongmail.shcnc.ac.cn

D. Xue, Y.-Q. Long, J. Org. Chem., 2014, 79, 4727-4734.

DOI: 10.1021/jo5005179 (free Supporting Information)


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Abstract

An efficient oxidative protocol enables the synthesis of multisubstituted or fused tetracyclic benzimidazoles via a metal-free oxidative C-N coupling between the sp3 C-H and free N-H of readily available N1-benzyl/alkyl-1,2-phenylenediamines in the presence of oxygen and TEMPO.

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Key Words

Benzimidazoles, TEMPO, oxygen


ID: J42-Y2014