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Solvent-free Heck-Jeffery reactions under ball-milling conditions applied to the synthesis of unnatural amino acids precursors and Indoles

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Author

Summary, in English

The syntheses of various amino- and hydroxy-substituted dehydrophenylalanine derivatives using the Heck-Jeffery protocol under non-solvent conditions in a ball mill are presented. The influences of electron-withdrawing groups and of the location of the heteroatom substituent relative to the halide are discussed. Suitably substituted ortho-amino dehydrophenylalanine derivatives undergo a cyclization-elimination reaction to the corresponding 2-substituted indoles.

Publishing year

2006

Language

English

Pages

1183-1189

Publication/Series

Synthesis

Issue

7

Document type

Journal article

Publisher

Oxford Polytechnic, Oxford

Topic

  • Organic Chemistry

Keywords

  • palladium
  • Heck reaction
  • green chemistry
  • cyclizations
  • indoles

Status

Published

ISBN/ISSN/Other

  • ISSN: 0039-7881