39546-87-7

Upstream product

• 17049-49-9 octylmagnesium bromide 
• 67532-02-9 ((Z)-1-Bromo-hex-1-enyl)-bis-(1,2-dimethyl-propyl)-borane 
• 67993-59-3 (1-iodo-1-hexenyl)bis(1,2-dimethylpropyl)borane 
• 1119-67-1 1-iodo-1-hexyne 
• 4440-01-1 lithium phenylacetylide 
• 17689-03-1 1-hexynyllithium 

Relevant academic research and scientific papers

The Synthesis of Internal Conjugated (E)-Enynyldialkylboranes and Their Applications to the Syntheses of Conjugated Alkynones, Conjugated (E)-Enynes, and Conjugated Enynes Bearing an Unsaturated Group on the Double Bond

Internal conjugated (E)-enynyldialkylboranes were synthesized by successive reactions of 1-iodo-1-alkynes with dialkylboranes and 1-alkynyllithiums in 31-79percent yields. (E)-Enynyldialkylboranes, thus obtained, gave regio- and/or stereospecifically defined corresponding conjugated alkynones by alkaline hydrogen peroxide oxidation, conjugated (E)-enynes by protonolysis with acetic acid, and conjugated enynes bearing an unsaturated group on the internal alkenyl carbon atom by bis(acetylacetonato)copper-catalyzed cross-coupling reaction with allyl bromide or 1-bromo-1-hexyne respectively.

NOVEL SYNTHESIS OF INTERNAL ALKENYLDIALKYLBORANE BY THE REACTION OF 1-HALO-1-ALKENYLDIALKYLBORANE WITH GRIGNARD REAGENT.

To synthesize internal alkenyldialkylboranes, coupling reactions were carried out by using 1-halo-1-alkenyldialkylboranes and Grignard reagents. Hydrogen peroxide oxidation and protonolysis with acetic acid of the reaction product revealed that internal (E)-alkenyldialkylborane was formed in 60-90% yield.