A new transient directing group diethoxyethyl-L-proline facilitates ortho-arylation of aryl-amines/-amino acids via Pd-catalyzed C(sp2)-H activation.
Org Biomol Chem
; 21(7): 1468-1477, 2023 Feb 15.
Article
em En
| MEDLINE
| ID: mdl-36655605
ABSTRACT
Mono-ortho-arylated arylamines are constituents of various natural products but their syntheses are challenging. This report describes a new synthetic methodology for the ortho-arylation of arylamines and α-aromatic amino acids (phenylglycine and phenylalanine) through a Pd-catalyzed C(sp2)-H activation using the synthetic transient directing group diethoxyethyl-L-proline (DEP). A catalytic amount of diethoxyethyl-L-proline is sufficient to form mono-arylated arylamines as the major products using aryliodides. This method could be useful for the synthesis of various biphenyl amines and novel peptidomimetics.
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MEDLINE
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En
Ano de publicação:
2023
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Article