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DOI: 10.1055/s-0031-1290186
1,3-Dipoles: Nitrile Imines, Nitrile Oxides and Nitrile Sulfides
Publication History
Publication Date:
10 February 2012 (online)
Introduction
The 1,3-dipolar cycloaddition is a classic and widely used reaction in modern synthetic organic and pharmaceutical chemistry that consists of the reaction of a dipolarophile with a 1,3-dipole yielding various five-membered heterocycles (by our examined reagents: oxazoles, diazoles, thiazoles, oxadiazoles, thiadiazoles and their iso or saturated variants).[ 1 ] These heterocycles are versatile synthetic intermediates, playing a significant role in the synthesis of many biologically active natural products,[ 2 ] alkaloids,[ 3 ] chemically modified oligonucleotides,[ 4 ] peptides[ 5 ] and other pharmacologically active compounds[ 6 ] or prevailing drugs.[ 7 ]
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