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Issue 12, 2018
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Chemoselective N-tert-butyloxycarbonylation of amines in glycerol

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Abstract

A catalyst-free, efficient and green protocol has been developed for the chemoselective N-Boc protection of amines by using glycerol as a solvent at room temperature. A variety of functionalized amines, such as aliphatic, aromatic as well as heteroaromatic were protected using the developed protocol. N-tert-Butyloxycarbonylation derivatives were formed without the formation of isocyanate, urea, N,N-di-t-Boc, or oxazolidinone as side products. The operational simplicity, cleaner reaction, rapid reaction convergence, functional group tolerance, excellent yield, high selectivity, catalyst-free feature and solvent recyclability are the distinct advantages of this protocol. Owing to these merits, this protocol is feasible, economical and environmentally benign.

Graphical abstract: Chemoselective N-tert-butyloxycarbonylation of amines in glycerol

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Publication details

The article was received on 01 Apr 2018, accepted on 08 May 2018 and first published on 08 May 2018


Article type: Paper
DOI: 10.1039/C8NJ01585F
Citation: New J. Chem., 2018,42, 10142-10147
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    Chemoselective N-tert-butyloxycarbonylation of amines in glycerol

    A. P. Ingale, V. K. More, U. S. Gangarde and S. V. Shinde, New J. Chem., 2018, 42, 10142
    DOI: 10.1039/C8NJ01585F

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