Synthesis of novel conjugated enynes: a reaction of lithium acetylenides with β-dimethylaminovinyl ketones

Abstract

The reaction of lithium acetylenide (R-C≡CLi, where R = Ph, Pentyl) with β-dimethylamino vinyl ketones [X-4-Ph-C(O)CH=CH-NMe 2 , where X = F, Cl, Br, NO 2 ] in the presence of BF 3 •OEt 2 is described. The regiospecific formation of (E)-1-aryl-2-alken-4-yn-1-ones, the 1,4-addition products, was observed in moderate to good yields.

Iron-Catalyzed Dehydrative Alkylation of Propargyl Alcohol with Alkyl Peroxides To Form Substituted 1,3-Enynes

“…1,3-Enynes are important building blocks in organic synthesis, pharmaceutical chemistry, and material science . Classical methods to synthesize 1,3-enynes include Wittig olefination of propargyl aldehyde (Scheme a), cross-coupling between alkynes and alkenes, metal-catalyzed cross-dimerization of alkynes (Scheme b), and dehydration of propargyl alcohols (Scheme c). , Notwithstanding these established methods, there is no strategy which can install alkyl groups into existing motifs to afford polysubstituted 1,3-enynes.…”