90050-41-2Relevant academic research and scientific papers
Regio- and Stereoselective 1,2-Carboboration of Ynamides with Aryldichloroboranes
You, Cai,Sakai, Mika,Daniliuc, Constantin G.,Bergander, Klaus,Yamaguchi, Shigehiro,Studer, Armido
, p. 21697 - 21701 (2021)
Catalyst-free 1,2-carboboration of ynamides is presented. Readily available aryldichloroboranes react with alkyl- or aryl-substituted ynamides in high yields with complete regio- and stereoselectivity to valuable β-boryl-β-alkyl/aryl α-aryl substituted enamides which belong to the class of trisubstituted alkenylboronates. The 1,2-carboboration reaction is experimentally easy to conduct, shows high functional group tolerance and broad substrate scope. Gram-scale reactions and diverse synthetic transformations convincingly demonstrate the synthetic potential of this method. The reaction can also be used to access 1-boraphenalenes, a class of boron-doped polycyclic aromatic hydrocarbons.
