biostudies-literatureQuan YResearch Grants Council, University Grants Committee, Hong Kong5838-5845https://www.ebi.ac.uk/biostudies/studies/S-EPMC6024241biostudies-literatureUnknown7(9)Pd-catalyzed carboxylic acid guided regioselective alkynylation of cage B(4)-H bonds in <i>o</i>-carboranes has been achieved for the first time using two different catalytic systems. In the presence of 5 mol% Pd(OAc)₂ and 3 equiv. of AgOAc, the reaction of 1-COOH-2-R¹-C₂B₁₀H₁₀ with R₃SiC[triple bond, length as m-dash]CBr in ClCH₂CH₂Cl gives 4-(R₃SiC[triple bond, length as m-dash]C)-2-R¹-<i>o</i>-C₂B₁₀H₁₀ in moderate to high yields. This reaction is compatible with alkynes possessing sterically bulky silyl groups such as ⁱPr₃Si or ^<i>t</i> BuMe₂Si. Meanwhile, another catalytic system of Pd(OAc)₂Chemical sciencePalladium catalyzed regioselective B-C(sp) coupling <i>via</i> direct cage B-H activation: synthesis of B(4)-alkynylated <i>o</i>-carboranes.PMC6024241CUHK7/CRF/12G and 14304115Xie ZTang CQuan YfalsePalladium catalyzed regioselective B-C(sp) coupling <i>via</i> direct cage B-H activation: synthesis of B(4)-alkynylated <i>o</i>-carboranes.Pd-catalyzed carboxylic acid guided regioselective alkynylation of cage B(4)-H bonds in <i>o</i>-carboranes has been achieved for the first time using two different catalytic systems. In the presence of 5 mol% Pd(OAc)₂ and 3 equiv. of AgOAc, the reaction of 1-COOH-2-R¹-C₂B₁₀H₁₀ with R₃SiC[triple bond, length as m-dash]CBr in ClCH₂CH₂Cl gives 4-(R₃SiC[triple bond, length as m-dash]C)-2-R¹-<i>o</i>-C₂B₁₀H₁₀ in moderate to high yields. This reaction is compatible with alkynes possessing sterically bulky silyl groups such as ⁱPr₃Si or ^<i>t</i> BuMe₂Si. Meanwhile, another catalytic system of Pd(OAc)₂2016-01-01T00:00:00Z2016 Sep2025-04-25T21:13:40.595Z2019-03-26T23:47:32ZS-EPMC60242413003472410.1039/c6sc00901h