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| 噻吩基1,2-迁移制备2-噻吩基酸类的研究 | |
| 引用本文： | 王建华 张西国. 噻吩基1,2-迁移制备2-噻吩基酸类的研究[J]. 高等学校化学学报, 1991, 12(7): 897-901 |
| 作者姓名： | 王建华 张西国 |
| 作者单位： | 西北大学化学系, 西安, 710069 |
| 摘 要： | 以α-卤代烷基噻吩基酮为原料,制得2-(2-噻吩基)丙酸、2-(5-溴-2-噻吩基)丙酸和2-(5-乙基-2-噻吩基)丙酸,研完了α-卤代烷基噻吩基酮的迁移基团、烷基、离去基、催化剂、温度和溶剂等对重排的影响,以及光学活性的2-(5-乙基-2-噻吩基)丙酸的制备,证明噻吩基1,2-迁移属邻基参与的SN2缺电子重排。 |
| 关 键 词： | 1 2-迁移重排 噻吩酸 不对称合成 |
| 收稿时间： | 1989-10-21 |
Preparation of 2-Thienyl Carboxylic Acids via 1,2-Thienyl Migration |
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| Wang Jian-hua,Zhang Xi-guo. Preparation of 2-Thienyl Carboxylic Acids via 1,2-Thienyl Migration[J]. Chemical Research In Chinese Universities, 1991, 12(7): 897-901 | |
| Authors: | Wang Jian-hua Zhang Xi-guo |
| Affiliation: | Department of Chemistry, Northwest University, Xian, 710069 |
| Abstract: | 2-(2-Thienyl)propionic acid, 2-(5-bromo-2-thienyl) propionic acid and 2-(5-ethyl-2-thienyl)propionic acid were prepared from α-haloa]kyl thienyl ketones. The effects of the shift groups, alkyl substituents, leaving groups of the ketones, catalysts, temperature and solvents etc. on the rearrangement were studied. An optical active 2-(5-ethyl-2-thienyl)propionic acid was obtained in a high yield. It may be concluded that the 1,2-thienyl migration belongs to the electronic-lacking rearrangement with SN2 mechanism. |
| Keywords: | 1 2-migration rearrangement Thienyl carboxylic acids Asymmetric synthesis |
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