2 edition of Palladium-catalyzed intramolecular coupling reactions between aryl and vinyl iodides and allylic moieties. found in the catalog.
Palladium-catalyzed intramolecular coupling reactions between aryl and vinyl iodides and allylic moieties.
Written in English
The effect of changing the allylic group in a palladium-catalyzed direct cross-coupling between aryl halides and allylic moieties was examined. beta-Heteroatom elimination was found to preferentially occur over beta-hydride elimination for substrates possessing an allylic moiety containing a good leaving group. Extension of the reaction conditions to the intramolecular coupling of aryl iodides and allylic alcohols allows for the rapid synthesis of a variety of carbo- and herterocycles containing aldehyde functionalities in good to excellent yields. Optimization of the palladium-catalyzed cross-coupling reaction between a vinyl halide and allyl carbonate allowed for the efficient synthesis of six-membered nitrogen-containing cycles. The nature of the leaving group strongly influences the yield of the coupling reaction. Application of the optimized conditions to the intramolecular cyclization of a vinyl iodide and allylic alcohol indicates the utility of this methodology in the formation of carbonyl-containing heterocycles.
|Contributions||University of Toronto. Dept. of Chemistry.|
|The Physical Object|
|Number of Pages||71|
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