Efficient, solventless N-Boc protection of amines carried out at room temperature using sulfamic acid as recyclable catalyst

DJ Upadhyaya, A Barge, R Stefania, G Cravotto

Index: Upadhyaya, Dharita J.; Barge, Alessandro; Stefania, Rachele; Cravotto, Giancarlo Tetrahedron Letters, 2007 , vol. 48, # 47 p. 8318 - 8322

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Citation Number: 80

Abstract

A simple, rapid, and efficient protocol for the chemoselective N-Boc protection of amines using sulfamic acid as catalyst is described. N-Boc protection of various structurally diverse aliphatic, aromatic, alicyclic, and heterocyclic amines (1°, 2°, 3°) was carried out with (Boc) 2O using sulfamic acid as catalyst (5mol%) at room temperature under solventless conditions. The advantages of this method are simplicity, shorter reaction times (1–15min), ...