Synthesis, chemistry, and dynamic NMR study of new atropisomeric 4-dialkylamino-5-chloro-1,2-dithiole-3-thiones.
[reaction: see text] Reaction of N-(2-phthalimidoethyl)-N-alkylisopropylamines and S(2)Cl(2) 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.
García-Valverde
María
M
Departamento de Química, Facultad de Ciencias, Universidad de Burgos, 09001 Burgos, Spain.
Pascual
Ricardo
R
Torroba
Tomás
T