Novel Boronic Acid Mannich Reactions of α, α-Dichloro-and α, α, ω-Trichloroaldehydes with Arylboronic Acids

S Stas, KA Tehrani

Index: Stas, Sara; Tehrani, Kourosch Abbaspour Synthesis, 2007 , # 3 p. 433 - 441

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Citation Number: 2

Abstract

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.