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Synthesis 2007(12): 1887-1889
DOI: 10.1055/s-2007-965964
DOI: 10.1055/s-2007-965964
PSP
© Georg Thieme Verlag Stuttgart · New York
An Efficient and Inexpensive Multigram Synthesis of 3,4-Dibromo- and 3,4-Dichlorofuran-2(5H)-one
Further Information
Received
26 January 2007
Publication Date:
28 February 2007 (online)
Publication History
Publication Date:
28 February 2007 (online)
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Abstract
The efficient and inexpensive synthesis of 3,4-dibromo- and 3,4-dichlorofuran-2(5H)-one on a multigram scale by sodium borohydride reduction of mucobromic and mucochloric acid, respectively, is reported.
Key words
furan-2(5H)-ones - reduction - sodium borohydride - polyfunctional compounds - regioselectivity
- For the regioselective and stereospecific synthesis of alkyl 3-aryl-, 3-alkyl- and 3-alk-1-ynyl-substituted (Z)-2-bromo-propenoates by palladium-catalyzed cross-coupling reactions involving alkyl (Z)-2,3-dibromopropenoates, see:
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References
Reaction times longer than 15 min produced crude reaction mixtures which were contaminated by 5-20% of 3-bromo-furan-2(5H)-one.