4.4 Article

Facile Synthetic Methods for Diverse N-Arylphenylalanine Derivatives via Transformations of Aryne Intermediates and Cross-Coupling Reactions

Journal

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN
Volume 94, Issue 7, Pages 1823-1832

Publisher

CHEMICAL SOC JAPAN
DOI: 10.1246/bcsj.20210149

Keywords

Aryne; Cross-coupling; N-arylphenylalanine

Funding

  1. JSPS KAKENHI [JP19K05451]
  2. Naito Foundation
  3. Japan Agency for Medical Research and Development (AMED) [JP20am0101098]
  4. Cooperative Research Project of Research Center for Biomedical Engineering

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The study demonstrates the synthesis of diverse N-arylphenylalanine derivatives through sequential transformations of N-arylphenylalanine ester-type platforms. The highly functionalized platforms exhibit great transformability, allowing for the preparation of analogs of bioactive compounds.
Synthesis of diverse N-arylphenylalanine derivatives through sequential transformations of N-arylphenylalanine ester-type platforms is disclosed. The highly functionalized platforms were prepared by an oxidative cross-coupling reaction leaving aryne generating moieties and halogeno groups intact. Great transformability of N-arylphenylalanine ester-type platforms by aryne reactions and cross-coupling reactions allowed us to prepare analogs of bioactive compounds.

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