Table 1 Ligand optimization for Pd-catalysed dicarbonylation of 2-phenylbut-3-yn-2-yl acetate, 1a

From: Synthesis of non-equivalent diamides and amido-esters via Pd-catalysed carbonylation

  1. Reaction conditions: 1a (0.2 mmol), 2a (0.2 mmol), 3a (0.2 mmol), Pd(MeCN)2Cl2 (2.5 mol%), bisphosphine ligand (5.0 mol%) or monophosphine ligand (10.0 mol%), CO (40 bar), CH2Cl2 (2.0 ml), 20 h at 60 °C. The yields of products were determined by crude 1H NMR spectroscopic analysis using dibromomethane as the internal standard. a2a (0.3 mmol), 3a (0.3 mmol). bIsolated yield. Ac, acetyl; Ad, adamantyl; Cy, cyclohexyl.