Iron(III)Triflate as a Highly Efficient, Recyclable and Green Catalyst for the N-Boc Protection of Amines. (December 2013)

• Record Type: Journal Article
• Authors: Feng, Chengliang; Chu, Ningning; Zhang, Shuguang; Cai, Jin; Chen, Junqing; Hu, Huayou; Ji, Min
• Is Part Of: Journal of chemical research. Volume 37:Number 12(2013)
• Page Start: 757
• Page End: 760
• Publication Date: 2013-12
• Subjects: amines -- Boc2O -- N-Boc protection -- iron triflate; Chemistry -- Research -- Periodicals; Chemistry -- Periodicals; 540.5
• DOI: 10.3184/174751913X13845365645994
• Languages: English
• ISSNs: 1747-5198

Abstract

Iron (III) triflate was used as an efficient catalyst for N - t -butoxycarbonylation of amines with di- t -butyl dicarbonate under solvent-free conditions at room temperature. Various aliphatic, aromatic, heterocyclic amines and aminols were protected as their corresponding mono-carbamates in excellent yields and short reaction times. Only two of the 23 monocarbamates were new. No competitive side reactions such as isocyanate, urea, nor N, N -di-Boc formation were observed. The reported method is mild and has the advantages of low cost, chemoselectivity and, because no solvent is used and the catalyst can be recycled, it is classifiable as a green procedure.