A highly efficient and catalytic synthetic protocol for oxathioacetalization of carbonyl compounds

A variety of aldehydes and ketones can be converted easily to the corresponding 1,3-oxathiolane derivatives, on treating with 2-mercaptoethanol using a catalytic amount of bromodimethylsulfonium bromide as pre-catalyst at room temperature under solvent-free conditions. Some of the major privileges a...

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Bibliographic Details
Published inJournal of molecular catalysis. A, Chemical Vol. 226; no. 2; pp. 207 - 212
Main Authors Khan, Abu T., Sahu, P.R., Majee, A.
Format Journal Article
LanguageEnglish
Published Amsterdam Elsevier B.V 15.02.2005
Elsevier
Subjects
Carbonyl compounds
Catalysis
Catalytic synthetic protocol
Chemistry
Exact sciences and technology
General and physical chemistry
Oxathioacetalization
Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry
Carbonyl compounds
Oxathioacetalization
Catalytic synthetic protocol
Oxygen sulfur heterocycle
Five membered ring
Catalytic reaction
Aldehyde
Ketone
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Summary:A variety of aldehydes and ketones can be converted easily to the corresponding 1,3-oxathiolane derivatives, on treating with 2-mercaptoethanol using a catalytic amount of bromodimethylsulfonium bromide as pre-catalyst at room temperature under solvent-free conditions. Some of the major privileges are: mild reaction conditions, high yields, no aqueous work-up and no chromatographic separation; which is highly economic and compatible in the presence of other protecting groups. Furthermore, no brominations occur either at the double bond or α to the keto position and even in the aromatic ring.
ISSN:1381-1169
1873-314X
DOI:10.1016/j.molcata.2004.10.019