Synthesis of pyrazolo-fused heterocycles by a tandem appel's dehydration/electrocyclization methodology
作者:Kee-Jung Lee、Heung-Taeck Kwon、Boo-Geun Kim
DOI:10.1002/jhet.5570340625
日期:1997.11
react with acetoacetanilide to give azinoamides 18, and the reaction of 18 with Appel's dehydrathon contiditons (triphenylphosphine/carbon tetra-chloride/triethylatnine) led to the corresponding azinoketimines 19, which underwent elctrocyclic ring closure under the reaction conditions to give pyrazolo-fused heterocycles. Azinoamide 18a gave a 4,9-dihydropyazolo-[5,1-b]quinazoine 21, while 18b yielded
使二苯甲酮,苯甲酰和苯乙酮的与乙酰乙苯胺反应,生成叠氮酰胺18,然后18与Appel的脱水ath素(三苯膦/四氯化碳/三乙啶)反应生成相应的叠氮环丁胺环19,该环进行了电子环在反应条件下封闭,得到吡唑并稠合的杂环。叠氮酰胺18a给出了4,9-二氢吡唑并- [5,1- b ]喹唑啉21,而18b产生了2,3-二氢-1 H-咪唑并[1,2 - b ]吡唑-2-酮26和1 H-咪唑[1,2- b]-吡唑29。化合物18c得到单环N -α-苯乙烯基-5-(苯基氨基)吡唑32。