151668-58-5Relevant academic research and scientific papers
Phase transfer catalytic synthesis of silyl derivatives of heterocyclic thiols
Abele,Rubina,Abele,Sleiksha,Lukevics
, p. 1052 - 1058 (1999)
Reactions of heteroaromatic thiols with trialkylsilylalkyl iodides in the two-phase catalytic system (solid K2CO3/18-crown-6/toluene) at 111°C selectively lead to formation of the corresponding (trialkylsilylalkyl)thiohetarenes. 6-Me
Modelling nucleophilic substitution at silicon in solution using hypervalent silicon compounds based on 2-thiopyridones
Bassindale, Alan R.,Parker, David J.,Taylor, Peter G.
, p. 1059 - 1066 (2007/10/03)
Halodimethylsilylmethyl derivatives of 2-thiopyridones have been prepared. The N-CH2 isomer is favoured with the 6-methylthiopyridone. 13C and 29Si chemical shifts have been used to calculate the extent of sulfur-silicon bond formation and the extent of pentacoordination. The results are consistent with the oxygen analogues and reveal that as expected sulfur is a poorer nucleophile than oxygen. The unsubstituted thiopyridone and the 5-trifluoromethyl derivative favour the S-CH2 isomer. Again the mapping of nucleophilic substitution by nitrogen is in line with sulfur and oxygen nucleophiles, but in this series nitrogen is a poorer nucleophile than expected. The results are discussed in terms of steric strain, the preferences for alkylation of the pyridones and the bond strength of coordination to silicon.
REACTION OF 2-TRIMETHYLSILYLMETHYLTHIOPYRIDINE PROMOTED BY A FLUORINE ION: THE FIRST EXAMPLE OF GENERATION OF 2-PYRIDYLTHIOMETHYLCARBANION
Kohra, Shinya,Ueda, Hiroshi,Tominaga, Yoshinori
, p. 1497 - 1500 (2007/10/02)
2-Trimethylsilylmethylthiopyridine prepared readily by the reaction of 2-mercaptopyridine with chloromethyltrimethylsilane in the presence of potassium carbonate reacts with carbonyl compounds in the presence a catalytic amount of tetrabutylammonium fluor
