2-Methoxyphenyl isocyanate: a chemoselective multitasking reagent for an amine protection/deprotection sequence
Literature Information
Publication Date
2019-04-17
DOI
10.1039/C9QO00293F
Impact Factor
5.281
Authors
Anand Babu Velappan, Subhashini Kogatam, Dhrubajyoti Datta, Rakshantha Srithar, Gunasekaran Nanjappan, Joy Debnath
View Original
Abstract
Organic amines, in general, are protected through carbamate bond mediated cappings. Herein, we have demonstrated the chemically stable urea linkage suitably employed for protection/deptrotection of amino groups. The stability of the urea linkage under acidic, alkaline and aqueous conditions is an additional advantage for such a protecting group. Therefore the chemoselective nature of 2-methoxyphenyl isocyanate enables its use as a new class of protecting groups which can regenerate free amines after a convenient deprotection step.
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Source Journal
Organic Chemistry Frontiers
CiteScore:
7.8
Self-citation Rate:
8.7%
Articles per Year:
724
Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry
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