Photomicellar Catalyzed Synthesis of Amides from Isocyanides: Optimization, Scope, and NMR Studies of Photocatalyst/Surfactant Interactions

Rolando Cannalire, Federica Santoro, Camilla Russo, Giulia Graziani, Gian Cesare TRON, Alfonso Carotenuto, Diego Brancaccio, Mariateresa Giustiniano

Risultato della ricerca: Contributo su rivistaArticolo in rivistapeer review

Abstract

: The merging of micellar and photoredox catalysis represents a key issue to promote "in water" photochemical transformations. A photomicellar catalyzed synthesis of amides from N-methyl-N-alkyl aromatic amines and both aliphatic and aromatic isocyanides is herein presented. The mild reaction conditions enabled a wide substrate scope and a good functional groups tolerance, as further shown in the late-stage functionalization of complex bioactive scaffolds. Furthermore, solution 1D and 2D NMR experiments performed, for the first time, in the presence of paramagnetic probes enabled the study of the reaction environment at the atomic level along with the localization of the photocatalyst with respect to the micelles, thus providing experimental data to drive the identification of optimum photocatalyst/surfactant pairing.
Lingua originaleInglese
pagine (da-a)66-74
Numero di pagine9
RivistaACS ORGANIC & INORGANIC AU.
Volume2
Numero di pubblicazione1
DOI
Stato di pubblicazionePubblicato - 2022

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