Organic Chemistry

New Transient Directing Group: Diethoxyethyl-L-Proline Facilitate Mono ortho-Arylation at Ar-yl-Amines/-Amino acids via Pd-Catalysed C(sp2)-H Activation

Authors

  • Nagendra Sharma National Institute of Science Education and Research (NISER) Bhubaneswar ,
  • Subhashree Panda National Institute of Science Education and Research (NISER) Bhubaneswar

Abstract

The mono-ortho-arylated arylamines are constituents of various natural products but their syntheses are challenging. This report describes the new synthetic methodology for mono-ortho-arylation of aryla-mines and α-aromatic amino acids (Phenyl glycine and Phenylalanine) through the Pd-catalyzed C(sp2)-H activation using synthetic transient directing group, diethoxyethyl-L-Proline (DEP). The cata-lytic amount of diethoxyethyl-L-Proline is sufficient for mono arylation of arylamines with aryl iodide. This method could be useful for the synthesis of various biphenyl amines and novel peptidomimetics.

Content

Thumbnail image of Manuscript-ChemXriv.pdf

Supplementary material

Thumbnail image of Supporting Information.pdf
New Transient Directing Group: Diethoxyethyl-L-Proline Facilitate Mono ortho-Arylation at Ar-yl-Amines/-Amino acids via Pd-Catalysed C(sp2)-H Activation
All NMR and HRMS and other analytical data are provided

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