New contributions to the chemistry of 2-chloro-2-(chlorothio)propanedioic diesters and diamides

Mohamed A.M. Hawata, Abdel M. El-Torgoman, Salah M. El-Kousy, Abd El-Hamid Ismail, Jørgen Øgaard Madsen, Inger Søtofte, Alexander Erich Eugen Senning

Research output: Contribution to journalJournal articleResearchpeer-review

Abstract

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.
Original languageEnglish
JournalEUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume13
Pages (from-to)2039-2045
ISSN1434-193X
Publication statusPublished - 2002

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