Formation of pyrazole derivatives from .BETA.-substituted pyridinium salts.
作者:SHIGERU TANAKA、KAZUYUKI WACHI、ATSUSUKE TERADA
DOI:10.1248/cpb.28.1265
日期:——
Treatment of 1-methyl-3-phenylhydrazonomethyl pyridinium iodides (2a-f) with a base gave pyrazole derivatives (3 and 4) with expulsion of the pyridine ring. A possible mechanism for the formation of pyrazole derivatives id discussed.
occasional findings, the Fischerindolecyclization of ten ketonephenylhydrazones containing moieties of increasing bulkiness was investigated in order to isolate eventual side products. In the cases of the three 2-, 3- and 4-acetylpyridine phenylhydrazones the corresponding 2-pyridylindoles were the sole compounds so far isolated. In all the remaining cases, beside the indoles a mixture of basic compounds
根据以前的偶然发现,为了分离最终的副产物,对十个含有增加体积的部分的酮苯hydr进行了Fischer吲哚环化研究。在三个2-,3-和4-乙酰基吡啶苯并azo的情况下,相应的2-吡啶基吲哚是迄今为止唯一的化合物。在所有其余情况下,除了吲哚以外,还获得了碱性化合物的混合物。在所有情况下苯胺和2-取代的(2-甲基或2-苯基)苯并咪唑形成,通过明显的最后所得邻苯腙的-semidinic重排。由甲基异丙基酮苯基hydr开始,式C 11 H 15的化合物还分离出NO,基于ir,nmr光谱和化学反应性将3-(4-氨基苯基)-3-甲基丁酮的结构分配给该NO。该化合物的形成似乎与苯基的对-联苯胺样重排有关。
The Pyridylethylation of Indole and Related Reactions
作者:Allan P. Gray、Wesley L. Archer
DOI:10.1021/ja01570a067
日期:1957.7
Sugasawa et al., Pharmaceutical Bulletin, 1956, vol. 4, p. 16,19