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Palladium‐Catalyzed Annulation of Acyloximes with Arynes (or Alkynes): Synthesis of Phenanthridines and Isoquinolines
Author(s) -
Gerfaud Thibaud,
Neuville Luc,
Zhu Jieping
Publication year - 2009
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200804683
Subject(s) - annulation , palladium , aryne , catalysis , chemistry , domino , trimethylsilyl , trifluoromethanesulfonate , surface modification , molecular sieve , solvent , intermolecular force , combinatorial chemistry , organic chemistry , medicinal chemistry , molecule
Intermolecular insertion : A palladium‐catalyzed domino aminopalladation/ CH functionalization sequence has been developed, and provides access to functionalized phenanthridines and isoquinolines (see scheme; Tf=triflate, TMS=trimethylsilyl, M.S.=molecular sieves). The use of butyronitrile as the solvent is determinant to the success of the domino process.