无气味的1-(1, 3-二噻-2-亚基)丙酮作有效的1, 3-丙二硫醇替代试剂的缩硫醛/酮化反应 |
| |
引用本文: | 于海丰.无气味的1-(1, 3-二噻-2-亚基)丙酮作有效的1, 3-丙二硫醇替代试剂的缩硫醛/酮化反应[J].应用化学,2009,26(6):667-670. |
| |
作者姓名: | 于海丰 |
| |
作者单位: | 鞍山师范学院化学系 |
| |
摘 要: | 在常温1-(1, 3-二噻-2-亚基)丙酮1f是无气味的、稳定的白色固体,它易通过易制备的3-(1, 3-二噻-2亚基)-2, 4-戊二酮1b的酸性条件下的脱乙酰化反应制得,产率为86%。在MeCOCl/MeOH体系中,在常温和回流条件下,1f能作为有效的1, 3-丙二硫醇替代试剂与醛和酮进行缩硫醛/酮化反应,高产率(86-99%)合成1, 3-二噻烷衍生物。与已报道的硫醇替代试剂1a-e相比,在缩硫醛/酮化反应中1f是活性最好的1, 3-丙二硫醇替代试剂。
|
关 键 词: | 2-(1 3-二噻-2-亚基)丙酮 代硫醇试剂 缩硫醛/酮化反应 2-(1 3-二噻-2-亚基)丙酮 代硫醇试剂 缩硫醛/酮化反应 |
收稿时间: | 2008-06-05 |
修稿时间: | 2008-08-19 |
Thioacetalization Reaction of Odorless 1-(1, 3-dithian-2-ylidene) |
| |
Abstract: | 1-(1, 3-dithian-2-ylidene)propan-2-one 1f, which is odorless and steady white crystal at room temperature, was prepared readily in 86% yield via decarbonylation of 3- (1, 3-Dithian-2-ylidene)-pentane-2,4-Dione 1b under acidic condition. Thioacetalization reactions of odorless 1-(1, 3-dithian-2-ylidene)propan-2-one as efficient 1, 3-propandithiol equivalent with selected aldehydes and ketones were carried out at room and reflux temperature in the present of MeCOCl in MeOH, and 1, 3-dithiane derivatives were obtained in excellent yield (86-99%). Compared with reported 1a-e, 1f is regarded as optimal 1, 3- propandithiol equivalent in thioacetalization reaction. |
| |
Keywords: | 1-(1 3-dithian-2-ylidene)propan-2-one thiol equivalents thioacetalization reaction |
|
| 点击此处可从《应用化学》浏览原始摘要信息 |
| 点击此处可从《应用化学》下载免费的PDF全文 |
|