Suga Seiji, Matsumoto Kouichi, Ueoka Koji, Yoshida Jun-ichi
Department of Synthetic Chemistry and Biological Chemistry, Graduate School of Engineering, Kyoto University, Nishikyo-ku, Kyoto 615-8510, Japan.
J Am Chem Soc. 2006 Jun 21;128(24):7710-1. doi: 10.1021/ja0625778.
A sequential one-pot indirect cation pool method has been developed. The method involves the electrochemical generation and accumulation of ArS(ArSSAr)+ at low temperature (step 1) and the follow-up reaction with a thioacetal to generate an alkoxycarbenium ion pool (step 2), which reacts with various carbon nucleophiles (step 3). Steps 2 and 3 are extremely fast. The electrogenerated ArS(ArSSAr)+ was well-characterized by 1H NMR and CSI-MS. The alkoxycarbenium ion pool generated by the present indirect method exhibited 1H and 13C NMR spectra and thermal stability similar to those of the alkoxycarbenium ion pool generated by the direct electrochemical method.
已开发出一种连续一锅间接阳离子池法。该方法包括在低温下电化学生成和积累ArS(ArSSAr)+（步骤1），以及后续与硫代缩醛反应生成烷氧基碳鎓离子池（步骤2），该离子池再与各种碳亲核试剂反应（步骤3）。步骤2和步骤3极其迅速。通过1H NMR和CSI-MS对电生成的ArS(ArSSAr)+进行了充分表征。通过本间接方法生成的烷氧基碳鎓离子池的1H和13C NMR光谱以及热稳定性与通过直接电化学方法生成的烷氧基碳鎓离子池相似。
