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The addition-cyclization of vinyldiazomethane

✍ Scribed by I. Tabushi; K. Takagi; R. Oda

Book ID
104240724
Publisher
Elsevier Science
Year
1964
Tongue
French
Weight
179 KB
Volume
5
Category
Article
ISSN
0040-4039

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✦ Synopsis

IT is dell known that diazomethane adds to some unsaturated linkages smoothly in mild conditions to lead to pyrazole derivatives without loss of nitrogen.1 In this case, the addition takes place on l,+dipolar positions. The authors have investigated the addition reactions of vinyldiazonethane with some unsaturated compounds. It is already known that this vinyldiazomethane self-cyclizes into pyrazole2 after the manner of 1,5-dipolar cycloaddition. Dut the addition of this compound upon other unsaturated cmnpounds is not yet known. Recently, another example of 1.,5-dipolar addition was presented where G-quinone diazide was observed to add with diphenylketene to form 1?1!,5-oxadiazcpine, the yield of which was reported to be excellent. 3 In these circumstances, vinyldiazarnethane is expected to react either on 1,3positions or on 1,5-positions. 2075 2076 Addition-cyclization of vinyldiazomethane No.31

πŸ“œ SIMILAR VOLUMES

Photochemistry of the phthalimide system
Photochemistry of the phthalimide system: reduction, addition, and cyclization
✍ Yuichi Kanaoka; Koichi Koyama πŸ“‚ Article πŸ“… 1972 πŸ› Elsevier Science 🌐 French βš– 179 KB

Although photoreactions of amide groups have been well documented (l), very little is known about imide derivatives with the exception of photochemical additions to some maleimides (1). In N-substituted phthalimides the carbonyl groups as part of a strained five-membered ring system, are activated.