Synthesis of unsaturated fulfides from 1,1-bis(methylthiomethyl)propan-2-one

Synthesis of thiamono- and thiabicyclanes from sodium sulfide and methanethiolate

“…The physicochemical constants and spectral characteristics of compounds 2-4 and 5 correspond with those published in [4] and [5]. In the 1 H NMR spectrum of thiamonocyclane 1, together with signals for the protons of methine and methylene groups of the ring, singlet signals were observed for protons of thiomethyl (2.11 ppm) and two acetyl (2.21 and 2.31 ppm) groups, the carbonyl carbons of which correspond to signals at 209.17 and 209.61 ppm in the 13 C NMR spectra.…”

“…Nos. 3,5,6). An increase in the duration of the reaction aids a reduction in the content of thiamonocyclane 1 due to its conversion into 4-methyl-1-methyl-thiomethyl-7-thiabicyclo[3.3.1]non-3-en-2-one (2), described by us previously in [4], the amount of which in the reaction mixture was 32% after 1 h. Complete conversion of compound 1 into 2 was reached after 13 h at 50-60 o C.…”

“…Depending on the concentration of sodium methanethiolate in ASS the yield of γ-keto sulfides 3 and 4 was 3-6 and 32-52% (10 min, 20 o C) respectively. 3-Methylthiomethyl-3-buten-2-one (5) was detected in the reaction mixture with the aid of IR spectroscopy and GLC. _______ * To whom correspondence should be addressed, e-mail: sulfur@anrb.ru.…”