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Synthesis 2007(3): 433-441
DOI: 10.1055/s-2007-965880
DOI: 10.1055/s-2007-965880
PAPER
© Georg Thieme Verlag Stuttgart · New York
Novel Boronic Acid Mannich Reactions of α,α-Dichloro- and α,α,ω-Trichloroaldehydes with Arylboronic Acids
Weitere Informationen
Received
6 September 2006
Publikationsdatum:
12. Januar 2007 (online)
Publikationsverlauf
Publikationsdatum:
12. Januar 2007 (online)
Abstract
A novel variation of the boronic acid Mannich (BAM) reaction is described, in which α,α-dichloro- and α,α,ω-trichloroaldehydes, morpholine, and arylboronic acids are used. During this one-pot reaction in refluxing toluene, 1-phenyl-1-morpholinoalkan-2-ones form in moderate yields. The dichloromethylene group is formally converted into a ketone functionality and as such acts as a masked carbonyl group.
Key words
boron - addition reactions - Mannich bases - Petasis reaction
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References
Abbaspour Tehrani, K.; Stas, S. unpublished results.