Synthesis 2009(1): 91-96  
DOI: 10.1055/s-0028-1083272
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

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

Hanne Therese Bonge, Tore Hansen*
Department of Chemistry, University of Oslo, Sem Sælands vei 26, 0315 Oslo, Norway
Fax: +47(22)855441; e-Mail: torehans@kjemi.uio.no;
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Publikationsverlauf

Received 20 October 2008
Publikationsdatum:
12. Dezember 2008 (online)

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.