ISSN:
0941-1216
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Upon treatment with KF in acetonitrile the zwitterionic Meisenheimer complexes 3 undergo β-elimination leading to potassium 7-(2-aryl-2-oxo-ethylidene)-4,6-dinitro-7,x-dihydrobenzofurazanide 1-oxides 4 in 72-87% yield. Compounds 4 give 7-(2-aryl-2-oxo-ethyl)-4,6-dinitrobenzofuroxans 6 when treated with hydrochloric acid. 4-(2-Aryl-1-dimethylsulfonio-2-oxo-ethylidene)-5,7-dinitro-4,x-dihydrobenzofurazanides 5 are obtained by reaction of 3 with sodium methoxide. The structure of 5e is confirmed by X-ray structure analysis. The reaction of complexes 8 with acetic acid/potassium acetate at 80°C affords 4-(2-aryl-2-oxo-1-pyridinio-ethylidene)-5,7-dinitro-4,x-dihydrobenzofurazanides 9 in moderate yields.
Additional Material:
1 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/prac.19943360511
