✦ LIBER ✦

Selective deoxygenation of sulfoxides with thexylchloroborane-methyl sulfide complex

✍ Scribed by Jin Soon Cha; Jin Euog Kim; Jong Dae Kim

Publisher: Elsevier Science
Year: 1985
Tongue: French
Weight: 276 KB
Volume: 26
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)99025-7

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✦ Synopsis

Thexylchloroborane-methyl sulfide complex selectively deoxygenated both aromatic and aliphatic sulfoxides to the corresponding sulfides in high yield and purity at Oo C without affecting some other reducible structures. The growing usefulness of organosulfur compounds in organic synthesis has been reviesred extensively'. The majority of the successful synthetic application of sulfoxides as important intermediates usually requires the removal of oxygen on sulfur after achieving such a synthetic transformation. For this reason, numerous reagents capable of effecting deoxygenation of sulfoxides to sulfides have been developed. The reagents, for examples, include borane and 2 substitut,ed boranes , 3 complex metal hydrides , silanes L 5 , acid chloride , tita-6 nium compounds , sodium hydrogen sulfite 7 , hydrogen 8 9 Il.(a)N.C.

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