70200-30-5Relevant academic research and scientific papers
Practical and efficient methods for sulfonylation of alcohols using Ts(Ms)Cl/Et3N and catalytic Me3N · HCl as combined base: Promising alternative to traditional pyridine
Yoshida, Yoshihiro,Sakakura, Yoshiko,Aso, Naoya,Okada, Shin,Tanabe, Yoo
, p. 2183 - 2192 (2007/10/03)
Several alcohols were smoothly and practically tosylated by two methods A and B. Method A uses the TsCl/Et3N (1.5 - 2.5 equiv)/cat. Me3N · HCl (0.1 - 1.0 equiv) reagent. Compared with the traditional Py-solvent method, the method A has merits of its much higher reaction rate, operational simplicity, economy in the use of the amine, and circumvention of the undesirable side reaction from R-OTs to R-CL. Method B uses TsCl/KOH [or Ca(OH)2]/cat. Et3N (0.1 equiv)/cat. Me3N · HCl (0.1 equiv) as the reagent, which will be suited for practical and large scale production for primary alcohols. On both methods A and B, a clear joint action of Et3N and Me3N · HCl catalysts was observed. 1H NMR measurements support the proposed mechanism of the catalytic cycle. Related methanesulfonylation using Et3N and cat. Me3N · HCl in toluene solvent also successfully proceeded, wherein the clear joint action was also observed.
Sonochemistry of Epoxyalkylhalides in the Presence of a Zinc-Copper Couple
Sarandeses, Luis A.,Mourino, Antonio,Luche, Jean-Louis
, p. 798 - 799 (2007/10/02)
Under sonication in aqueous ethanol, a zinc-copper induces the conjugated addition of epoxyalkyl groups to electron deficient alkenes in synthetically useful yields, provided that the two reducible functionalities are sufficiently far apart; 3,4-epoxyalky
