SYNTHESIS, STRUCTURE, AND CHEMICAL PROPERTIES OF TRIMETHYLSILYL DERIVATIVES OF THIOLACTAMS
Trimethylsilyl derivatives of five-, six-, and seven-membered thiolactams with an N-silyl structure were synthesized for the first time.Their alkylation with primary alkyl halides under comparatively mild conditions occurs at the sulfur atom; the reaction with secondary alkyl halides is accompanied by hydrogen halide elimination, and this becomes the only reaction pathway with tertiary halides.The preparative acylation of N-trimethylsilylthiolactams yields N-acyl derivatives; the intermediate formation of S-acylation products was established by means of low-temperature NMR monitoring.
Sergeev, V. N.,Artamkin, S. A.,Pestunovich, S. V.,Albanov, A. I.,Voronkov, M. G.,Baukov, Yu. I.
p. 1490 - 1497
(2007/10/02)
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