Exploiting the Different Nucleophilicity of the Isocyano Group: A Strategy for the Isocyanide Functionalization.
J Org Chem
; 89(8): 5833-5840, 2024 Apr 19.
Article
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| MEDLINE
| ID: mdl-38581396
ABSTRACT
By exploiting the different nucleophilicity of aromatic and aliphatic isocyanides, we selectively react aliphatic isocyano groups while preserving aromatic ones in Passerini and Ugi multicomponent reactions. This simple approach allows the synthesis of α-acyloxy carboxamides or α-acylamino carboxamides possessing one or two isocyanide groups, which are challenging to achieve through traditional formylation and dehydration protocols. These analogues have the potential to serve as valuable building blocks with diverse applications.
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MEDLINE
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En
Revista:
J Org Chem
Año:
2024
Tipo del documento:
Article
País de afiliación:
Italia