Synthesis and Chemical Reactivity of New Azaenamines Incorporated the 4,5,6,7-Tetrahydrobenzo[b]thiophene Moiety: 3+3 Atom Combination

被引：46

作者：

Abdelhamid, Ismail Abdelshafy ^{[1
,2
]}

Darwish, Elham Sayed ^{[1
]}

Nasra, Miead Adel ^{[1
]}

Abdel-Gallil, Fathy Mohamed ^{[1
]}

Fleita, Daisy Hanna ^{[3
]}

机构：

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

[2] Leibniz Univ Hannover, Inst Organ Chem, D-30167 Hannover, Germany

[3] Amer Univ Cairo, Dept Chem, Cairo, Egypt

来源：

SYNTHESIS-STUTTGART | 2010年 / 07期

关键词：

azaenamine; tetrahydrobenzo[b]thiophene; Michael addition; condensation; Mannich alkylation; MANNICH-TYPE REACTION; DERIVATIVES; PYRIDAZINES; CHITOSAN; CATALYST; AMINES; ACID;

D O I：

10.1055/s-0029-1219235

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Novel azaenamines incorporating a tetrahydrothiophene moiety were prepared. Michael addition of an azaenamine with alpha,beta-unsaturated nitriles took place to give [1]benzothieno[3',2':5,6]pyrimido[1,2-b]pyridazine (thia- triaza-benzo[a]fluorene) derivatives. The condensation with malononitrile resulted in the formation of a [1]benzothieno[3',2':5,6]pyrimido[1,2-b]pyridazine-4-carbonitrile. The azaenamine also reacted with aldehydes and piperidine to give Mannich products.

引用

页码：1107 / 1112

页数：6

共 16 条

[1] DBU-Catalyzed, facile and efficient method for synthesis of spirocyclic 2-oxindole derivatives with incorporated 6-amino-4H-pyridazines and fused derivatives via [3+3] atom combination [J].