Herein we report new methodologies for the synthesis of the challenging ketones 2-cyanobenzophenones, based on Suzuki-Miyaura type cross-coupling reactions and very mild oxidation of 2-benzylbenzonitriles. The investigation of the reactivity of the obtained ketones highlighted a very good electrophilicity in the presence of mild carbon- and hetero-nucleophiles, allowing the synthesis of 3,3-disubstituted isoindolin-1-ones. All the developed methodologies are highly efficient and tolerate combinations of functional groups present on both the aromatic rings.

Synthetic Strategies and Cascade Reactions of 2-Cyanobenzophenones for the Access to Diverse 3,3-Disubstituted Isoindolinones and 3-Aryl-3-Hydroxyisoindolinones

Filosa R.;
2019-01-01

Abstract

Herein we report new methodologies for the synthesis of the challenging ketones 2-cyanobenzophenones, based on Suzuki-Miyaura type cross-coupling reactions and very mild oxidation of 2-benzylbenzonitriles. The investigation of the reactivity of the obtained ketones highlighted a very good electrophilicity in the presence of mild carbon- and hetero-nucleophiles, allowing the synthesis of 3,3-disubstituted isoindolin-1-ones. All the developed methodologies are highly efficient and tolerate combinations of functional groups present on both the aromatic rings.
2019
Cascade reactions • Oxidation reactions • Cross-coupling reactions • Isoindolinones • diarylmethanes
File in questo prodotto:
Non ci sono file associati a questo prodotto.

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/20.500.12070/45415
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 10
  • ???jsp.display-item.citation.isi??? 9
social impact