Benzeneacetic acid, 2-chloro-α-diazo-, methyl ester

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CAS: 264882-00-0
MF: C9H7N2O2Cl
MW: 210.61708
Synonyms: Benzeneacetic acid, 2-chloro-α-diazo-, methyl ester

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Yan Zhang

Peking University
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Wenhao Hu

East China Normal University
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Scott J. Miller

Yale University
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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

Simon B. Blakey

Emory University
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Huw M. L. Davies

Emory University
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Co-reporter: Kathryn M. Chepiga, Changming Qin, Joshua S. Alford, Spandan Chennamadhavuni, Timothy M. Gregg, Jeremy P. Olson, Huw M.L. Davies
pp: 5765-5771
Publication Date(Web):
DOI: 10.1016/j.tet.2013.04.075

Yong Zhang

Tianjin University
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Jun’ichi Uenishi

Kyoto Pharmaceutical University
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Jiangtao Sun

Changzhou University
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Joseph M. Fox

University of Delaware
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