1-Naphthaleneacetic acid, α-diazo-, methyl ester

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CAS: 370561-84-5
MF: C13H10N2O2
MW: 226.2307
Synonyms: 1-Naphthaleneacetic acid, α-diazo-, methyl ester

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Yuan-Jiang Pan

Zhejiang 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

Wing-Yiu Yu

The Hong Kong Polytechnic University
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Tao Wang

Shaanxi Normal University
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Sunliang Cui

Zhejiang University
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Shun’ichi Kuroda

Nagoya University
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