Rhodium-carbenoid mediated O-H insertion reactions. O-H insertion vs. H-abstraction and effect of catalyst

作者: Geoffrey G. Cox , David J. Miller , Christopher J. Moody , Eric-Robert H.B. Sie , Janusz J. Kulagowski

DOI: 10.1016/S0040-4020(01)81117-0

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摘要: Abstract The synthesis and rhodium mediated O-H insertion reactions of a wide range diazo compounds are described. rate at which the decompose in presence 2-propanol catalyst is strongly dependent on electron withdrawing group(s) attached to carbon, with diazophosphonates being least reactive. Insertion into bond methanol, t-butanol phenols was also investigated, as well effect catalyst. In some cases ‘reduction’ group corresponding CH 2 competes insertion, although this highly substrate dependent. Of catalysts used, rhodium(II) trifluoroacetamide most effective for reactions.

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