Journal
RUSSIAN CHEMICAL BULLETIN
Volume 65, Issue 11, Pages 2682-2685Publisher
SPRINGER
DOI: 10.1007/s11172-016-1636-0
Keywords
azoxy compounds; sulfoxides; tetrazole 1-oxides; oxodiazonium ion; 1,2,3,4-tetrazine 1,3-dioxides; domino cyclization
Categories
Funding
- Russian Science Foundation [14-50-00126]
Ask authors/readers for more resources
(E)-2-[2,2-Bis(tert-butyl-NNO-azoxy)-1-(methylsulfinyl)vinyl]-1-isopropoxydiazene 1-oxide reacts with boron trifluoride etherate (BF(3)aEuro cent Et2O) producing 2-tert-butyl-N-nitro-2H-tetrazolo-5-carboxamide 4-oxide and 2-tert-butyl-2H-tetrazolo-5-carbonitrile 4-oxide but not the expected 1,2,3,4-tetrazine 1,3-dioxide derivative. This reaction direction can be explained by cationic domino cyclization, the key stage of which is coupling of the oxodiazonium ion with the geminal MeS(O) group. Structure of N-nitrocarboxamide was confirmed by X-ray diffraction analysis.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available