222612-91-1Relevant academic research and scientific papers
Convenient and robust one-pot synthesis of symmetrical and unsymmetrical benzyl thioethers from benzyl halides using thiourea
Eccles, Kevin S.,Elcoate, Curtis J.,Lawrence, Simon E.,Maguire, Anita R.
experimental part, p. 216 - 228 (2010/10/03)
A series of symmetrical and unsymmetrical benzyl thioethers have been synthesised using a one-pot reaction from benzyl halides and thiourea. This procedure avoids the isolation or handling of malodorous thiols and generates high yields of benzyl thioether
Comparison of the reaction of benzylammonium N-methylides with that of benzylsulfonium S-methylides
Nishimura, Tomofumi,Zhang, Chen,Maeda, Yasuhiro,Shirai, Naohiro,Ikeda, Shin-ichi,Sato, Yoshiro
, p. 267 - 272 (2007/10/03)
Allylbenzylsulfonium S-methylides 8S and dibenzylsulfonium S-methylides 18S have been generated by the fluoride ion-induced desilylation of S- benzyl-S-[(trimethylsilyl)methyl](alk-2-enyl)sulfonium salts 4S and S- benzyl-S-[(trimethylsilyl)methyl](4-substituted benzyl)sulfonium salts 7S, and the isomerized products are compared with those of the corresponding N- methylides. S-Methylides 8S selectively rearrange toward the allyl groups (path a in Chart 2), whereas rearrangement to the benzyl groups (path b) competitively occurs in N-methylides 8N. Isomerization of S-methylides 18S to S-benzylides 19S and 20S competes with sigmatropic rearrangement to the benzyl groups (paths a and b in Chart 3), whereas the isomerization of N- methylides 18N is not observed.
