Organic Letters 2014-03-21

Visible light photocatalyzed direct conversion of aryl-/heteroarylamines to selenides at room temperature.

Debasish Kundu, Sabir Ahammed, Brindaban C Ranu

Index: Org. Lett. 16(6) , 1814-7, (2014)

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Abstract

A novel strategy for the direct conversion of aryl- and heteroarylamines to selenides has been developed via diazotization of amines with tert-butyl nitrite in neutral medium followed by reaction with diaryl/diheteroaryl/dialkyl diselenides in one pot under photocatalysis at room temperature in the absence of any metal. This reaction is also applied for the synthesis of tellurides. The selenylation of heteroarylamine by this protocol is of much significance because of the difficulty in diazotization of these molecules by a standard diazotization method in acid medium.