121487-01-2Relevant academic research and scientific papers
Lithiation and Thiylation of 5-Bromopyrimidines
Arukwe, Joseph,Keilen, Gunnar,Undheim, Kjell
, p. 530 - 536 (2007/10/02)
5-Thiylated pyrimidines have been prepared by cyclization reactions, and by reactions involving lithiated pyrimidine intermadiates. tert-Butyldimethylsilyl, trimethylsilyl, isopropyl and tert-butyl groups have been tried as O-protecting groups in the lithiation of 5-bromo-2(1H)-pyrimidinone.The trimethylsilyl group is cleaved during lithiation and the tert-butyldimethylsilyl group is cleaved by thiolates generated from disufides during the thiylation. tert-Butyldimethylsilyl chloride together with a base in dichloromethane was used for O-silylation of pyrimidin-2-ones. tert-Butyldimethylsilyl 2-pyrimidinyl ethers are cleaved by acetic acid in chloroform.
