Tetrahedron letters

Search for dioxocarbenes in photochemical reactions of 5-diazo-4, 6-dioxo-1, 3-dioxanes, associated diazirines, and S-ylides

VV Shevchenko, NN Khimich, MS Platz, VA Nikolaev

Index: Shevchenko; Khimich; Platz; Nikolaev Tetrahedron Letters, 2005 , vol. 46, # 3 p. 435 - 438

Full Text: HTML

Citation Number: 9

Abstract

On direct photolysis of 2, 2-dialkyl-5-diazo-4, 6-dioxo-1, 3-dioxanes in the presence of pyridine, methanol or dimethyl sulfide as carbene traps, the yield of 'carbene'products does not exceed 27–28%. At the same time photochemical transformations of the related 3, 3- diacyldiazirines and dioxosulfonium ylides of this series, evidently, occur without generation of carbene intermediates.

Related Articles:

Coordination, heterolysis, and electron-transfer reactions involving delocalized carbocations and carbanions in solution

[Troughton,E.B.; Molter,K.E.; Arnett,E.M. Journal of the American Chemical Society, 1984 , vol. 106, p. 6726]

Chemistry of diazocarbonyl compounds: XXV. Comparative photochemistry of diazo compounds and sulfur ylides of the 1, 3-dioxane-4, 6-dione series

[Nikolaev; Shevchenko; Platz; Khimich Russian Journal of Organic Chemistry, 2006 , vol. 42, # 6 p. 815 - 827]

Chemistry of diazocarbonyl compounds: XXV. Comparative photochemistry of diazo compounds and sulfur ylides of the 1, 3-dioxane-4, 6-dione series

[Nikolaev; Shevchenko; Platz; Khimich Russian Journal of Organic Chemistry, 2006 , vol. 42, # 6 p. 815 - 827]

Chemistry of diazocarbonyl compounds: XXV. Comparative photochemistry of diazo compounds and sulfur ylides of the 1, 3-dioxane-4, 6-dione series

[Nikolaev; Shevchenko; Platz; Khimich Russian Journal of Organic Chemistry, 2006 , vol. 42, # 6 p. 815 - 827]

Chemistry of diazocarbonyl compounds: XXV. Comparative photochemistry of diazo compounds and sulfur ylides of the 1, 3-dioxane-4, 6-dione series

[Nikolaev; Shevchenko; Platz; Khimich Russian Journal of Organic Chemistry, 2006 , vol. 42, # 6 p. 815 - 827]

More Articles...