The First Example of .ALPHA.-Thiomagnesiums Generated from Dithioacetal Monoxides with Grignard Reagent; Their Properties and Some Synthetic Applications.
作者:Tsuyoshi Satoh、Kiyoshi Akita
DOI:10.1248/cpb.51.181
日期:——
Dithioacetal monoxides were synthesized from aldehydes and cyclohexanone, and reaction of the dithioacetal monoxides with Grignard reagents was investigated. The dithioacetal monoxide synthesized from alkylaldehyde and 4-chlorobenzenethiol reacted with i-PrMgCl to afford the desired α-thiomagnesium in high yield. The generated α-thiomagnesium was found to be stable at room temperature and to be useful in organic synthesis. In contrast to this, the dithioacetal monoxides derived from benzaldehyde and cyclohexanone did not give satisfactory results.
二硫缩醛单氧化物由醛和环己酮合成,并研究了其与格氏试剂的反应。由烷基醛和4-氯苯硫醇合成的二硫缩醛单氧化物与i-PrMgCl反应,以高产率得到了所需的α-硫代镁化合物。生成的α-硫代镁在室温下稳定,且在有机合成中具有应用价值。相比之下,由苯甲醛和环己酮衍生的二硫缩醛单氧化物未能得到满意的结果。