ISSN:
0009-2940
Keywords:
Acrylates, 3,3-diazido-2-cyano- / Azirines / Oxazoles
;
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Geminal Vinyl Diazides, IX. - Oxazoles from Methyl 3,3-Diazido-2-cyanoacrylate and AminesReaction of methyl 3,3-diazido-2-cyanoacrylate (1) with amines 2 at - 25°C yields methyl 3-azido-2-cyanoacrylates 3, which on thermal or photochemical treatment give azirines 7 and/or oxazoles 10 (X-ray structure analysis of 101), respectively. On the contrary, 1 reacts at 20°C with amines 13 to form methyl 2-(cyanimino)glycinates 14. Reaction of methyl 3-azido-2-cyanoacrylates 30,1 with triphenylphosphane leads to Staudinger adducts 15, which are transformed by elimination of nitrogen into phosphane imides 16.
Additional Material:
1 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19901230123
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