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

被引：20

作者：

Ghozlan, Said A. S. ^{[1
]}

Abdelmoniem, Doaa M. ^{[1
]}

Mady, Mohamed F. ^{[2
,3
]}

Abdelmoniem, Amr M. ^{[1
]}

Abdelhamid, Ismail A. ^{[1
]}

机构：

[1] Cairo Univ, Fac Sci, Dept Chem, Giza 12613, AR, Egypt

[2] Natl Res Ctr, Dept Green Chem, Giza, Egypt

[3] Univ Stavanger, Dept Math & Nat Sci, Fac Sci & Technol, N-4036 Stavanger, Norway

来源：

HETEROCYCLES | 2016年 / 92卷 / 04期

关键词：

HETEROCYCLIC CHEMISTRY; ANTITUMOR ACTIVITIES; SULFONE BISCOMPOUNDS; AQUEOUS-MEDIA; ONE-POT; DAPSON; ANTICANCER;

D O I：

10.3987/COM-15-13353

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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.

引用

页码：637 / 648

页数：12

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