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Mizoroki-Heck Cross-coupling Reactions Catalyzed by Dichloro{bis[1,1',1''-(phosphinetriyl)tripiperidine]}palladium Under Mild Reaction Conditions
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Mizoroki-Heck Cross-coupling Reactions Catalyzed by Dichloro{bis[1,1',1''-(phosphinetriyl)tripiperidine]}palladium Under Mild Reaction Conditions

Published on: March 20, 2014

Masked 3-aminoindan-1-ones by a palladium-catalyzed three-component annulation reaction

Anna Arefalk1, Mats Larhed, Anders Hallberg

  • 1Organic Pharmaceutical Chemistry, Department of Medicinal Chemistry, Uppsala University, BMC, Box-574, SE-751 23 Uppsala, Sweden.

The Journal of Organic Chemistry
|January 29, 2005
PubMed

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Simple aryl halides do not react with nucleophiles. However, nucleophilic aromatic substitutions can be forced under certain conditions, such as high temperatures or strong bases. The mechanism of substitution under such conditions involves the highly unstable and reactive benzyne intermediate. Benzyne contains equivalent carbon centers at both ends of the triple bond, each of which is equally susceptible to nucleophilic attack. This 50–50 distribution of products is confirmed through isotopic...
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