I agree Our site saves small pieces of text information (cookies) on your device in order to deliver better content and for statistical purposes. You can disable the usage of cookies by changing the settings of your browser. By browsing our website without changing the browser settings you grant us permission to store that information on your device.
Named Reactions in Organic Synthesis
Other featured reactions:
In 1939, German chemist Hans Meerwein and colleagues studied the reaction of diazo compounds with alpha, beta-unsaturated carbonyl compounds, in which the aryl group was added across the double bond and a molecule of nitrogen was lost. In one such experiment, coumarin was reacted with p-chlorodiazonium chloride in the presence of a copper(II) chloride catalyst to produce 3-(p-chlorophenyl)coumarin. Subsequently, the arylation of substituted alkenes with aryldiazonium halides in the presence of a metal catalyst became known as the Meerwein arylation.
Generally the aryldiazonium halides are prepared through the diazotization of the aromatic amines using sodium nitrite and aqueous hydrohalic acids, and then reacted immediately with the alkenes in an organic solvent such as acetone or acetonitrile.
The Meerwein arylation reaction has been used in many successful synthesis campaigns, including in the preparation of a series of peptide mimetic aldehyde inhibitors of calpain by Ron Bihovsky and in the first synthetic process for the synthesis of N(5)-ergolines by the research group of Jack E. Baldwin.
Mechanism of the Meerwein arylation
Other reaction categories:
Some relevant Alfa Aesar products for the Hunsdiecker reaction:Sodium nitrite, 98%
Sodium nitrite, ACS, 97% min
Copper(II) chloride, anhydrous, 98% min
Copper(II) chloride, ultra dry, 99.995% (metals basis)
We have many alkenes in our portfolio.