American Chemical Society
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Synthesis, Chemistry, and Dynamic NMR Study of New Atropisomeric 4-Dialkylamino-5-chloro-1,2-dithiole-3-thiones

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journal contribution
posted on 2003-02-25, 00:00 authored by María García-Valverde, Ricardo Pascual, Tomás Torroba
Reaction of N-(2-phthalimidoethyl)-N-alkylisopropylamines and S2Cl2 gave atropisomeric (by dynamic NMR) 4-N-(2-phthalimidoethyl)-N-alkylamino-5-chloro-1,2-dithiole-3-thiones that quantitatively cycloadded to dimethyl or diethyl acetylenedicarboxylate to give a novel class of stable thioacid chlorides, which in turn reacted with 1 or 2 equiv of secondary amines to give thioamides.