Highly selective direct azidation of alcohols over a heterogeneous povidone–phosphotungstic solid acid catalyst?

New Journal of Chemistry Pub Date: 2016-10-20 DOI: 10.1039/C6NJ02500E

Abstract

A simple protocol for the selective azidation of alcohols is developed using a solid acid hybrid of a povidone and phosphotungstic acid (PVP–PWA) using azidotrimethylsilane as an azide source at room temperature. In a broad substrate scope, various activated as well as unactivated benzylic and diphenyl alcohols were treated smoothly with TMS-N3 to selectively produce only azide products with excellent yields in a very short reaction time of 2 h. FT-IR confirmed the stability of the catalyst with retention of the Keggins structure after the reaction. Recycling experiments demonstrated the reusability of the PVP–PWA (3?:?1) several times without losing its original activity.

Graphical abstract: Highly selective direct azidation of alcohols over a heterogeneous povidone–phosphotungstic solid acid catalyst
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