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N-tert-Butoxycarbonylation of amines using H3PW12O40 as an efficient heterogeneous and recyclable catalyst
Authors:Akbar Heydari  Roohollah Kazem Shiroodi  Hossein Hamadi  Maryam Esfandyari  Mehrdad Pourayoubi
Institution:Chemistry Department, Tarbiat Modares University, PO Box 14155-4838, Tehran, Iran
Abstract:The commercially available heteropoly acid H3PW12O40 (0.5 mol %) is a very efficient and environmentally benign catalyst for N-tert-butoxycarbonylation of amines (primary, secondary) with di-tert-butyl dicarbonate at room temperature in short reaction times (<10 min). No competitive side products such as isocyanates, ureas, N,N-di-tert-butoxycarbonyls, O-Boc and oxazolidinones were observed. Chiral α-amino alcohols and esters afforded the corresponding N-Boc derivatives chemoselectively in excellent yields.
Keywords:Phosphotungstic acid  Amine protection  Boc-derivatives  (Boc)2O
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