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Product of uncommon reaction of 1,1,1-trifluoro-4-phenylbut-3-yn-2-one with diphenyldiazomethane.
- Source :
-
Russian Journal of Organic Chemistry . Nov2017, Vol. 53 Issue 11, p1763-1765. 3p. 2 Diagrams, 1 Chart. - Publication Year :
- 2017
-
Abstract
- 1,1,1-Trifluoro-4-phenylbut-3-yn-2-one reacts with diphenyldiazomethane at 20°ะก in ethyl ether to afford 4-(trifluoromethyl)-1,1,6,6-tetraphenyl-4,6-dihydro-1 H-benz[5,6]oxepino[4,5- c]pyrazole. The process involves a stage of [3+2]-cycloaddition of the reagents, and the arising 3 H-pyrazole subsequently enters in an uncommon [3+6]-cycloaddition with 1 more molecule of diphenyldiazomethane. Further the formed diadduct of the initial acetylene suffers a 1,5-hydride shift and undergoes fragmentation with a loss of a nitrogen molecule thus converting into the final product. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 10704280
- Volume :
- 53
- Issue :
- 11
- Database :
- Academic Search Index
- Journal :
- Russian Journal of Organic Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 126970048
- Full Text :
- https://doi.org/10.1134/S107042801711029X