TY - JOUR
T1 - New contributions to the chemistry of 2-chloro-2-(chlorothio)propanedioic diesters and diamides
AU - Hawata, Mohamed A.M.
AU - El-Torgoman, Abdel M.
AU - El-Kousy, Salah M.
AU - Ismail, Abd El-Hamid
AU - Madsen, Jørgen Øgaard
AU - Søtofte, Inger
AU - Senning, Alexander Erich Eugen
PY - 2002
Y1 - 2002
N2 - The pyridine-catalyzed reaction between a number of propanedioic acid derivatives 1 and thionyl chloride has been investigated in detail. Contrary to popular belief the straightforward formation of the corresponding alpha-chloro sulfenyl chlorides 2 is the exception rather than the rule. The propanediamide 2e, not available by the "standard" reaction of le with thionyl chloride, is surprisingly formed by reaction of le with sulfur dichloride. The usefulness of 2 as thiosulfine 4 precursors has been demonstrated.
AB - The pyridine-catalyzed reaction between a number of propanedioic acid derivatives 1 and thionyl chloride has been investigated in detail. Contrary to popular belief the straightforward formation of the corresponding alpha-chloro sulfenyl chlorides 2 is the exception rather than the rule. The propanediamide 2e, not available by the "standard" reaction of le with thionyl chloride, is surprisingly formed by reaction of le with sulfur dichloride. The usefulness of 2 as thiosulfine 4 precursors has been demonstrated.
M3 - Journal article
SN - 1434-193X
VL - 13
SP - 2039
EP - 2045
JO - European Journal of Organic Chemistry
JF - European Journal of Organic Chemistry
ER -