Synthesis of Novel 1,2,3,4-Tetrahydrocarbazole Derivatives of Biological Interest

被引:6
|
作者
Fadda, A. A. [1 ]
Etman, H. A. [1 ]
Sarhan, A. A. [1 ]
El-Hadidy, Sherihan A. [1 ]
机构
[1] Mansoura Univ, Fac Sci, Dept Chem, Mansoura, Egypt
关键词
Aromatic amines; ethyl bromoacetate; phenacyl bromide; phenylisothiocyanate; 1; 2; 3; 4-tetrahydrocarbazole;
D O I
10.1080/10426500902839863
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
2-Cyano-N-(tetrahydrocarbazole)acetamide (1) was utilized for the synthesis of several new arylazocarbazole derivatives (2a-e). Compound (1) reacted with phenyl isothiocyanate to yield the corresponding non-isolable intermediate (3), which gave, upon treatment with dilute hydrochloric acid, thiocarbamoyl derivative (4). Compound (3) reacted with chloroacetone, chloroacetic acid, chloroacetyl chloride, ethyl bromoacetate, and phenacyl bromide to afford thiazolone derivatives (6), (8), and (10), respectively. Compound (1) was heated in the presence of pyridine and/or hydrazine hydrate and/or isatine to give the corresponding tetrahydrocarbazole derivatives (13), (14), and (18), respectively. Supplemental materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements to view the free supplemental file.
引用
收藏
页码:526 / 536
页数:11
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