Journal of the American Chemical Society

Synthesis and reactivity of azapalladacyclobutanes

JE Ney, JP Wolfe

Index: Ney, Joshua E.; Wolfe, John P. Journal of the American Chemical Society, 2006 , vol. 128, # 48 p. 15415 - 15422

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Citation Number: 46

Abstract

N-Sulfonyl aziridines undergo oxidative addition to palladium (0) complexes generated in situ from mixtures of Pd2 (dba) 3 and 1, 10-phenanthroline. The resulting azapalladacyclobutane complexes undergo intramolecular carbopalladation in the presence of copper (I) iodide to afford azapalladabicyclo [3.2. 1] octanes. A deuterium- labeling experiment indicates that the oxidative addition proceeds via SN2-type attack of ...