19225-86-6Relevant articles and documents
Activation of alkynes with B(C6F5)3 - Boron allylation reagents derived from propargyl esters
Hansmann, Max M.,Melen, Rebecca L.,Rominger, Frank,Hashmi, A. Stephen K.,Stephan, Douglas W.
supporting information, p. 777 - 782 (2014/02/14)
Novel allyl boron compounds are readily synthesized via rearrangement reactions between Lewis acidic B(C6F5)3 and propargyl esters. These reactions proceed through an initial cyclization followed by ring-opening and concurrent C6F5-group migration. In the absence of disubstitution adjacent to the ester oxygen atom, an allyl boron migration rearrangement leads to formal 1,3-carboboration products. These allyl boron compounds act as allylation reagents with aldehydes introducing both a C3-allyl fragment and a C6F 5-unit as a single anti-diastereomer. In these reactions, B(C 6F5)3 activates the alkynes, prompting the rearrangement processes and enabling installations of C6F5 and R-groups.
REACTION OF 3-PENTAFLUOROPHENYLPROPYNE WITH SECONDARY AMINES
Bogoradovskii, E.T.,Birgele, I.,Liepin'sh, E.
, p. 706 - 709 (2007/10/02)
Reactions of 3-pentafluorophenylpropyne with secondary amines yield E-1-pentafluorophenyl-2-dialkylaminopropenes.The temperature range and duration of formation of the adducts and their yields depend on the length and degree of branching of the hydrocarbo
