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Exploiting the Different Nucleophilicity of the Isocyano Group: A Strategy for the Isocyanide Functionalization.
Brunelli, Francesca; Russo, Camilla; Giustiniano, Mariateresa; Tron, Gian Cesare.
Afiliación
  • Brunelli F; Dipartimento di Scienze del Farmaco, Università del Piemonte Orientale, Largo Donegani 2, 28100 Novara, Italy.
  • Russo C; Dipartimento di Farmacia, Università degli Studi Federico II, Via D. Montesano 49, 80131 Napoli, Italy.
  • Giustiniano M; Dipartimento di Farmacia, Università degli Studi Federico II, Via D. Montesano 49, 80131 Napoli, Italy.
  • Tron GC; Dipartimento di Scienze del Farmaco, Università del Piemonte Orientale, Largo Donegani 2, 28100 Novara, Italy.
J Org Chem ; 89(8): 5833-5840, 2024 Apr 19.
Article en En | 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.

Texto completo: 1 Bases de datos: MEDLINE Idioma: En Revista: J Org Chem Año: 2024 Tipo del documento: Article País de afiliación: Italia

Texto completo: 1 Bases de datos: MEDLINE Idioma: En Revista: J Org Chem Año: 2024 Tipo del documento: Article País de afiliación: Italia