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ChemInform Abstract: Palladium-Catalyzed Syntheses of Oxygen- and Nitrogen Heterocycles via Transmetalation of Functionalized Alkynyl Stannanes.

✍ Scribed by M. CHANDRASEKHARAM; S.-T. CHANG; K.-W. LIANG; W.-T. LI; R.-S. LIU

Publisher
John Wiley and Sons
Year
2010
Weight
39 KB
Volume
29
Category
Article
ISSN
0931-7597

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✦ Synopsis

Palladium-Catalyzed Syntheses of Oxygen-and Nitrogen Heterocycles via Transmetalation of Functionalized Alkynyl Stannanes.

-Hydroxy-and aminoalkynylstannanes undergo a Pd-catalyzed reaction with CpFe(CO) 2 I to generate a reactive iron-alkynyl intermediate which is trapped in situ by an aldehyde in the presence of BF 3 β€’OEt 2 to iron oxa-or azacarbeniums ions. Their final oxidation with Me 3 NO yields five-and six-membered heterocycles. The intramolecular version of the reaction leads to bicyclic systems (X).

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