Intermolecular C-H and Si-H Insertion Reactions with Halodiazoacetates

Abstract

Ethyl halodiazoacetates react with a range of substrates in regioselective rhodium(II)-catalysed C-H and Si-H insertion reactions­ giving α-halocarbonyl products in up to 82% yield. The halodiazoacetates are a novel class of diazo compounds that can undergo intermolecular carbenoid C-H insertion reactions, thus broadening the synthetic utility of such reactions.

Key words

C-H insertion - Si-H insertion - diazo compounds - rhodium - halides

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