Methyl 2-(2-bromo-4-fluorophenyl)acetate

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CAS: 949168-34-7
MF: C9H8O2FBr
MW: 247.06102
Synonyms: Methyl 2-(2-bromo-4-fluorophenyl)acetate

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Michael Rubin

The University of Kansas
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Co-reporter: Andrew Edwards, Michael Rubin
pp: 3237-3246
Publication Date(Web):27 May 2015
DOI: 10.1016/j.tet.2015.03.120
A new synthetic protocol for the preparation of 3-aryl-3-methoxycarbonyl cyclopropenes with an unsubstituted double bond has been developed that allowed for expanded substrate scope and improved product yields. The method involves Rh(II)-catalyzed transfer of carbenoids generated from unpurified aryldiazoesters, followed by desilylation, and is compatible with a wide range of aryldiazoesters. The employed continuous extraction of hardly soluble crude diazoesters helps avoid laborious and often cost-prohibitive isolation and purification of sensitive diazoester precursors.Image for unlabelled figure