116442-14-9Relevant articles and documents
INDOLE- AND PYRROLE-SULFONIUM YLIDES
Hartke, Klaus,Teuber, Dorothee,Gerber, Hans-Dieter
, p. 3261 - 3270 (1988)
Electrophilic substitution of indole and pyrrole with sulfoxides and acid anhydrides leads to the formation of indole-3-sulfonium salts and pyrrole-2-sulfonium salts.These are deprotonated with potassium carbonate to give indole-3-sulfonium ylides and pyr
Switchable regioselection of C-H thiolation of indoles using different TMS counterions
Ji, Yuan-Zhao,Li, Hui-Jing,Zhang, Jin-Yu,Wu, Yan-Chao
supporting information, p. 11864 - 11867 (2019/10/11)
A switchable regioselectivity in C-H thiolation reaction by simply swapping the counteranions of TMS is reported here for the first time. An exclusive C3-H thiolation of indoles with sodium arylsulfinates was achieved in the presence of TMSCl as a promoter. In contrast, with the use of TMSOTf instead of TMSCl under otherwise identical conditions, a regiospecific C2-H thiolation of indoles was realized with the same set of substrates.
DMSO as oxidant and sulfenylating agent for metal-free oxidation and methylthiolation of alcohol-containing indoles
Zou, Jin-Feng,Huang, Wei-Sheng,Li, Li,Xu, Zheng,Zheng, Zhan-Jiang,Yang, Ke-Fang,Xu, Li-Wen
, p. 30389 - 30393 (2015/05/13)
A simple and efficient methylthiolation protocol was successfully established for the synthesis of ketone-substituted indoles bearing 3-methylthioether moiety. The new synthetic approach featured metal-free oxidation and methylthiolation of alcohol-contai