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  • Title: Rh(I)-catalyzed CO gas-free carbonylative cyclization reactions of alkynes with 2-bromophenylboronic acids using formaldehyde.
    Author: Morimoto T, Yamasaki K, Hirano A, Tsutsumi K, Kagawa N, Kakiuchi K, Harada Y, Fukumoto Y, Chatani N, Nishioka T.
    Journal: Org Lett; 2009 Apr 16; 11(8):1777-80. PubMed ID: 19301863.
    Abstract:
    The rhodium(I)-catalyzed reaction of alkynes with 2-bromophenylboronic acids in the presence of paraformaldehyde resulted in a CO gas-free carbonylative cyclization, yielding indenone derivatives. [RhCl(BINAP)](2) and [RhCl(cod)](2) were responsible for the decarbonylation of formaldehyde and the subsequent carbonylation of alkynes with 2-haloboronic acids, respectively, leading to efficient whole carbonylation. Sterically bulky and electron-withdrawing groups on unsymmetrically substituted alkynes favored the alpha-position of indenones.
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