|
KMID : 0043319920150040292
|
|
Archives of Pharmacal Research
1992 Volume.15 No. 4 p.292 ~ p.297
|
|
|
Synthesis and Cycloaddition Reactions of C-(2-Naphthoyl)-N-arylmethanohydraxonoylpyridinium Bromides
|
|
Hassaneen HM
Shawali AS/Elwan NM/Ahounada NM/Algharib MS
|
|
|
Abstract
|
|
|
|
Coupling of naphthacylpyridinium bromide 2 [1-(2-naphthyl) ethanone-2-pyridinium bromide] with N-nitrosoacetarylamides afforded C-(2-naphthoyl)-N-arylmethanohydrazonoylpyridinium bromides 3A-C. Treatment of 3A-C with base afforded the corresponding tetrazines 6A-C. Cycloaddition of nitrilimines 5A-C to N-arylmaleinides, acrylonitrile, ethyl acrylate, acrylamide, funmaronitrile, a-cyanocinnamonitriles. Ethyl alpha-cyano-p-nitrocinnamates and a-cyano-p-nitrocinnamamide afforded the corresponding cycloadducts 7-14, respectively. The cycoladducts 1-14 undergo a facile thermal elimination of hydrogen cyanide to give the corresponding pyrazoles 18-21, respectively.
|
|
|
KEYWORD
|
|
|
|
|
|
FullTexts / Linksout information
|
|
|
|
|
|
Listed journal information
|
|
  
|