Facile Synthesis of Functionalized Quinolinones in Greener Reaction Medium and Their Photophysical Properties DOI
Pari Keerthana,

Sundararajan Suresh,

Fazlur‐Rahman Nawaz Khan

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Янв. 1, 2024

A facile and green chemical approach was successfully developed to construct functionalized quinolinones utilizing substituted alcohols, alkyl acetoacetate, α-bromo ketones. Various bearing either electron-rich or electron-deficient groups at different positions were synthesized in moderate good yields under mild reaction conditions. The plausible mechanistic pathway for this transformation is supported by experimental evidence control experiments. This simple synthesizing could open new avenues discovering novel biological pharmaceutical compounds. use of affordable nickel catalysts, conditions, operational simplicity, high atom economy are attractive features method. Furthermore, the synthetic efficiency has been demonstrated through gram-scale Our research also provides valuable insights into photophysical properties derivatives. Notably, compound 6n exhibited highest Stokes shift (216 nm) DCM solvent. compounds 5d 6j showed positive solvatochromism, displaying a stronger emission as solvent polarity increased. Additionally, displayed aggregation-induced (AIE) DMSO : water mixture, making it suitable security ink, highlighting its potential applications various fields.

Язык: Английский

Quinazolinone-to-Isoquinoline Metamorphosis by Ruthenium-Catalyzed [4+2] Annulation with Sulfoxonium Ylides DOI
Xiaogang Wang, Fei Yuan, Michal Szostak

и другие.

Organic Letters, Год журнала: 2024, Номер 26(50), С. 10951 - 10957

Опубликована: Дек. 10, 2024

Molecular editing of quinazolinones to isoquinolines by a novel ruthenium-catalyzed [4+2] annulation with sulfoxonium ylides has been developed. The method permits the precise and rapid assembly multisubstituted aminoisoquinolines, class heterocycles that play privileged role in organic synthesis pharmaceutical development. This new catalytic process exhibits programmability, including directed C–H acetylation, nucleophilic cyclization, alcoholysis. Remarkably, various 2-arylquinazolinones could be employed excellent yields broad functional group tolerance. heterocycle-to-heterocycle protocol is compatible green chemistry using an EtOH solvent releasing H2O dimethyl sulfoxide as byproducts.

Язык: Английский

Процитировано

3
Facile Synthesis of Functionalized Quinolinones in Greener Reaction Medium and Their Photophysical Properties DOI
Pari Keerthana,

Sundararajan Suresh,

Fazlur‐Rahman Nawaz Khan

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Янв. 1, 2024

A facile and green chemical approach was successfully developed to construct functionalized quinolinones utilizing substituted alcohols, alkyl acetoacetate, α-bromo ketones. Various bearing either electron-rich or electron-deficient groups at different positions were synthesized in moderate good yields under mild reaction conditions. The plausible mechanistic pathway for this transformation is supported by experimental evidence control experiments. This simple synthesizing could open new avenues discovering novel biological pharmaceutical compounds. use of affordable nickel catalysts, conditions, operational simplicity, high atom economy are attractive features method. Furthermore, the synthetic efficiency has been demonstrated through gram-scale Our research also provides valuable insights into photophysical properties derivatives. Notably, compound 6n exhibited highest Stokes shift (216 nm) DCM solvent. compounds 5d 6j showed positive solvatochromism, displaying a stronger emission as solvent polarity increased. Additionally, displayed aggregation-induced (AIE) DMSO : water mixture, making it suitable security ink, highlighting its potential applications various fields.

Язык: Английский

Процитировано

0