646516-88-3Relevant academic research and scientific papers
A thio-staudinger reaction: Thermolysis of a vinyl azide in the presence of t-butyl mercaptan
Sauers, Ronald R.,Van Arnum, Susan D.
, p. 2169 - 2181 (2007/10/03)
The thermal decomposition of E-3-azido-3-hexene-2,5-dione (1) in protic media gave rise to several novel reactions of the azide 1 including adducts derived from keteneimine 11. Reaction with t-butyl mercaptan yielded two products, keteneimine-derived mercaptan addition product 20 and a sulfenimine 6. Trapping of a vinyl nitrene intermediate or a thio-Staudinger reaction was considered as a possible mechanism for the formation of sulfenimine 6. The absence of the vinyl nitrene addition products 3 and 5 when the thermal decomposition was conducted in either methanol or t-butylamine suggests a thio-Staudinger reaction is operative.
SOME NOVEL ISOXAZOLE PHOTOCHEMISTRY: A COMPARISON WITH VINYL AZIDE CHEMISTRY
Sauers, Ronald R.,Van Arnum, Susan D.
, p. 5797 - 5800 (2007/10/02)
Product profiles from the irradiations of 3-acetyl-5-methylisoxazole (4) and Z-3-azido-3-hexene-2,5-dione (5) were compared.Whereas both compounds gave rise to azirine 7, diacetylacetonitrile (6) was produced only from (4).
