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An efficient Pd(OAc)2/orotic acid catalytic system has been developed for Suzuki-Miyaura cross-coupling reaction of halides with aryl- and vinylboronic acids. The use of pyrimidone as ligand makes this method useful and attractive for the synthesis of stilbenes and derivative compounds. An attractive feature of this method is the tolerance of functional groups in both substrates. [ABSTRACT FROM AUTHOR]

A PdI2/I2-catalyzed thiolation-annulation route of alkynes with azides and disulfides for the synthesis of 4-sulfenylisoquinolines is described. This route allows numerous 2-alkynylbenzyl azides to react with disulfides or 1,2-diphenyldiselane leading to the corresponding 4-chalcogen-substituted isoquinolines in moderate to good yields. [ABSTRACT FROM AUTHOR]

A new, selective method for the synthesis of 4-haloisoquinolines and 3-haloindoles is presented by the halopalladation cyclizations of alkynes with azides. In the presence of PdX2 (X = Br, Cl) and halide sources, a variety of 2-alkynyl benzyl azides or 2-alkynyl aryl azides smoothly underwent the halopalladation cyclization reaction to afford the corresponding 3-substituted 4- haloisoquinolines and 2-substituted 3-haloindoles in moderate to good yields. [ABSTRACT FROM AUTHOR]