Iron‐Sulfate‐Catalyzed Direct Dehydrogenative Coupling Cyanation of Secondary Phenylamines,Asian Journal of Organic Chemistry

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Iron‐Sulfate‐Catalyzed Direct Dehydrogenative Coupling Cyanation of Secondary Phenylamines
Asian Journal of Organic Chemistry ( IF 2.8 ) Pub Date : 2017-12-12 , DOI: 10.1002/ajoc.201700524
Mingming Huang ₁ , Qingfu Deng ₁ , Qin Gao ₁ , Jian Shi ₂ , Xiaohui Zhang ₁ , Yan Xiong _{1,

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Affiliation

A direct dehydrogenative coupling cyanation of secondary phenylamines was developed under iron sulfate catalysis by utilizing trimethylsilyl cyanide as a cyano source and tert‐butyl hydroperoxide as oxidant. A variety of α‐aminonitriles, which commonly serve as versatile synthetically important intermediates, were synthesized in isolated yields of up to 90 %. Based on control experiments, the cyanation mechanism might involve a single‐electron transfer and a subsequent formation of an iminium ion.

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