Shi Li-jun, Ren Ye-chao, Xia Chun-gu, Li Fu-wei**

( State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics,Chinese Academy of Sciences, Lanzhou, 73000, Gansu, China )

Abstract: The palladium (II) complex (1-3) with bidentate nitrogen ligand demonstrated high catalytic activities in the carbonylation of 1-bromo-2-iodobenzene and amine to yield N-substituted phthalimides (5) with up to 88% isolated yield at mild conditions. It was also active toward the oxidative carbonylation of aryl acetylene affording methyl phenylpropiolate (6) with an isolated yield as high as 83% at room temperature and low CO pressure, but to the heterocycle alkyne the catalyst indicated low activity. The present phosphine-free catalytic system provides an ideal alternative for the direct synthesis of N-substituted phthalimides and methyl phenylpropiolate.

Key words: Carbonylation; carbon monoxide; methyl 3-phenylpropiolate; amide; Nitrogen Bidentate complex.

E-mail: fuweili@licp.cas.cn

Journal of Molecular Catalysis, Vol. 25, Issue 4, 2011, 289~294