Palladium catalysed tandem cyclisation-anion capture. Part 5: Cascade hydrostannylation-bis-cyclisation-intramolecular anion capture. Synthesis of bridged- and spiro-cyclic small and macrocyclic heterocycles
被引:33
作者:
Casaschi, A
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机构:Univ Leeds, Sch Chem, Mol Innovat Divers & Automates Synthesis, Leeds LS2 9JT, W Yorkshire, England
A series of O- and N-alpha,omega-enyne derivatives of 2-iodoarylethers and 2-iodoarylamides undergo palladium catalysed cascade hydrostannylation of the omega-alkyne moiety at 0-25 degrees C followed by bis-cyclisation at 100-110 degrees C terminating in intramolecular sp(3)-sp(2) Stille coupling. These cascades provide a wide range of 5/6 and 5/12-17 membered bicyclic spiro- and bridged-ring heterocycles. (C) 2000 Elsevier Science Ltd. All rights reserved.