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Substituted 4-(1′,2′-alkadienesulphinyl)-morpholines; preparation and hydrolytic desulphinylation into the corresponding alkynes

✍ Scribed by Jean-Bernard Baudin; Sylvestre A. Julia; Yuan Wang

Publisher: Elsevier Science
Year: 1989
Tongue: French
Weight: 224 KB
Volume: 30
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)80555-4

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✦ Synopsis

By the reaction with 4-morpholinesulphenyl chloride carried out in the presence of triethylamine, several substituted propargylic alcohols have been converted into the corresponding allenic sulphinamides 1. As a complementary method, the new allenic lithio-derivatives II have been prepared and efficiently alkylated with organic halides, The acid-catalysed hydrolysis or deuterolysis of the title sulphinamides 2 provide the corresponding alkynes.

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Unusual lithiation of 4-(1′,2′-alkadienesulphinyl)-morpholines. Preparation of substituted propargylic sulphinamides and their hydrolytic desulphinylation into the corresponding allenes

✍ Jean-Bernard Baudin; Sylvestre A Julia; Odile Ruel; Yuan Wang 📂 Article 📅 1990 🏛 Elsevier Science 🌐 French ⚖ 213 KB