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Electroorganic synthesis. Reductive alkylation of functionalized 1,2‐dithiole‐3‐thiones
Author(s) -
Darchen André,
Berthelot Pascal,
Vaccher Claude,
Viana M. Nazareth,
Debaert Michel,
Burgot Jean Louis
Publication year - 1986
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570230569
Subject(s) - chemistry , alkylation , yield (engineering) , electrosynthesis , alkyl , nuclear magnetic resonance spectroscopy , medicinal chemistry , spectroscopy , acetonitrile , organic chemistry , electrochemistry , catalysis , materials science , physics , electrode , quantum mechanics , metallurgy
Two‐electron reduction of some substituted 1,2‐dithiole‐3‐thiones 1 followed by alkylation of the dianionic intermediates leads through electrosynthesis to mixture of Z and E isomers of the corresponding substituted alkyl‐(3‐thioalkyl)‐2‐propenedithioates 2, 3 in satisfactory yield. The structure of those products was established by 13 C and 1 H nmr and mass spectroscopy. The isomers ratios were determined by nmr spectroscopy.