AN EFFICIENT SYNTHESIS OF 1-(4H-1,2,4-TRIAZOL-3-YL)-HEXAHYDROQUINOLINE-3-CARBONITRILE AND THEIR SPIRO DERIVATIVES FROM beta-ENAMINONES

作者：Ghozlan Said A S; Abdelmoniem Doaa M; Mady Mohamed F; Abdelmoniem Amr M; Abdelhamid Ismail A^*

来源：Heterocycles, 2016, 92(4): 637-648.

DOI：10.3987/COM-15-13353

A series of N-((1,2,4-triazol-3-yl)-enamine and N-((1,2,3-triazol-4-yl)-enamine were prepared and reacted with a alpha,beta-unsaturated nitriles to yield novel N-(4H-1,2,4-triazol-3-yl)hexahydroquinoline-3-carbonitriles and their fused and Spiro derivatives. Dimroth type rearrangement of the prepared quinoline derivatives 7a,b and 15a,b was observed in acetic anhydride leading to the formation of substituted pyrimido[4,5-b]quinolines 11a,b, spiro[indoline-3,5'-pyrimido [4,5-b]quinoline] 19 and spiro [indoline-3,5'-[1,3]-oxazino[4,5-b]quinoline] 22.

• 出版日期2016-4-1