14670-03-2Relevant academic research and scientific papers
Chemoselective and scalable preparation of alkyl tosylates under solvent-free conditions
Kazemi, Foad,Massah, Ahmad R.,Javaherian, Mohammad
, p. 5083 - 5087 (2008/02/01)
The improved method for the efficient tosylation of alcohols has been reported using two procedures (A and B). Procedure A: methanol, ethanol, benzyl alcohols, and valuable ethylene glycols can be converted into their corresponding alkyl tosylates in very fast, simple, and efficient grinding method using potassium carbonate as solid base. Other primary and secondary alcohols need to add potassium hydroxide to reaction mixture (procedure B). High selectivity of tosylation was observed for these two procedures. Scale up ability was found in this method even in 100 mmol of substrate. The present method is the example of solid-state tosylation using tosyl chloride, and is a green chemical process due to solvent-free conditions.
Solvent-free and selective tosylation of alcohols and phenols with p-toluenesulfonyl chloride by heteropolyacids as highly efficient catalysts
Fazaeli, Razieh,Tangestaninejad, Shahram,Aliyan, Hamid
, p. 812 - 818 (2007/10/03)
Tosylation of some alcohols and phenols has been directly carried out with p-toluenesulfonyl chloride using heterodoxy acids (H3PW 12O40, H3PMo12O40, A 3PW12O40, and AlPMo12O40) as catalysts in the absence of solvent. We found that heteropoly acids AlPW12O40 and AlPMo 12O40 were effective catalysts for the tosylation of alcohols and phenols. In the case of aliphatic alcohols, secondary alcohols undergo tosylation chemoselectively in the presence of primary hydroxyl groups. This new method consistently has the advantage of excellent yields and short reaction time.
Cobalt(II) catalyzed tosylation of alcohols with p-toluenesulfonic acid
Velusamy, Subbarayan,Kumar, J. S. Kiran,Punniyamurthy
, p. 203 - 205 (2007/10/03)
Cobalt(II) chloride hexahydrate (CoCl2·6H2O) has been found to catalyze the tosylation of both aliphatic and aromatic alcohols with p-toluenesulfonic acid (p-TsOH) in high yields in 1,2-dichloroethane under reflux (ca. 80°C). In the
A REGIOSELECTIVE DIELS-ALDER SYNTHESIS OF ELLIPTICINE
Davis, Deborah A.,Gribble, Gordon W.
, p. 1081 - 1084 (2007/10/02)
The trimethylsilyl trifluoromethanesulfonate accelerated Diels-Alder reaction between 1,3-dimethyl-4-(phenylsulfonyl)-4H-furoindole (3) and 5,6-dihydropyridones (10) shows high regioselectivity, yielding carbazole 11 upon hydrolytic workup.Carbazole 11b has been successfully converted to the pyridocarbazole alkaloid ellipticine (1).
