Development of Odorless Sulfur Reagents and Their Applications
Development of Odorless Sulfur Reagents and Their Applications
复制标题
无味硫试剂的研制及其应用
DOI：
10.1002/chin.200504244
复制
发表时间：
2004
期刊：
影响因子：
--
通讯作者：
M. Node
中科院分区：
文献类型：
--
作者：
K. Nishide;M. Node
无臭硫醇[1-十二烷基硫醇（多德- sh）、4-三甲基硅基苯基甲硫醇（TMSBM）、4-三甲基硅基苯硫醇（TMSBT）和6-茂油基己硫醇（MHT）]和无臭硫化物[十二烷基甲基硫化物（多德-s -Me）、甲基6-茂油基己基硫化物（MMS）]及其亚砜[十二烷基甲基亚砜（多德-s (O) -Me）、甲基6-茂油基己基亚砜（MMSO）]的开发，作为恶臭的乙硫醇、苄基硫醇、苯硫醇、二甲基硫化物（DMS）。它们方便地应用于脱烷基、硫醇交换反应、还原性臭氧分解、Corey-Kim氧化、Swern氧化、硼氢化和还原。这些反应的产物利用了基于啉的硫醇MHT、硫化物MMS及其亚砜MMSO，只需酸碱萃取就可以很容易地纯化，不需要色谱，从而消除了难闻的气味，节省了时间，保护了环境。鉴于目前的环境和经济因素，这些简单试剂的使用可能是非常有益的。
Development of odorless thiols [1-dodecanethiol (Dod-SH), 4-trimethylsilylphenylmethanethiol (TMSBM), 4-trimethylsilylbenzenethiol (TMSBT), and 6-morpholinohexanethiol (MHT)] and odorless sulfides [dodecyl methyl sulfide (Dod-S-Me), methyl 6-morpholinohexyl sulfide (MMS)] and their sulfoxides [dodecyl methyl sulfoxide (Dod-S (O) -Me), methyl 6-morpholinohexyl sulfoxide (MMSO)] as odorless substitutes for the foul-smelling ethanethiol, benzyl mercaptan, benzenethiol, and dimethyl sulfide (DMS) is described. They are conveniently applied for dealkylation, thiol exchange reaction, reductive ozonolysis, Corey-Kim oxidation, Swern oxidation, hydroboration, and reduction. The products of these reactions utilizing morpholine based thiol MHT, sulfide MMS and its sulfoxide MMSO can be easily purified by only acid-base extraction without involving chromatography, thereby eliminating unpleasant odors, saving time and protecting the environment. In view of current environmental and economic factors, the utility of these simple reagents could be enormously beneficial.