I. Efimov, Nikolai A. Beliaev, T. Beryozkina
May 4, 2016
Citations
1
Influential Citations
14
Citations
Journal
Tetrahedron Letters
Abstract
Highly electrophilic 5-azido-1-methyl-4-nitro-1H-imidazole and sulfonyl azides were demonstrated to react with alicyclic amines and cyclic ketones in the absence of any catalyst or additive to afford novel N-(4-nitroimidazol-5-yl)- or N-sulfonylamidines respectively. Based on single crystal X-ray analysis, a revision of the previously reported data of Gao and co-workers on the direction of the reaction of sulfonyl azides with endocyclic enamines was made. The reaction of 2,6-diazidopyridine with an enamine, 4-(cyclohex-1-en-1-yl)morpholine, proceeded with cyclization of the azide moiety onto the pyridine CN bond to form an amidine bearing the tetrazolo[1,5-a]pyridine fragment.