Ligand Enabled Manganese‐Catalyzed Oxidation of 1,2‐Disubstituted Cyclobutanols DOI

Ulada Karotsina,

Margarita Pilicheva,

Alaksiej L. Hurski

и другие.

ChemistrySelect, Год журнала: 2024, Номер 9(32)

Опубликована: Авг. 22, 2024

Abstract Here we report a protocol for the preparation of 1,4‐diketones from 1,2‐disubstituted cyclobutanols based on their ring‐opening oxidation with molecular oxygen. The reaction proceeds under manganese catalysis in presence 1,10‐phenanthroline ligand and leads to target product along minor 4‐hydroxyketone that can be oxidized Dess‐Martin periodinane same vessel. Substrates alkyl aryl substituents including those bearing functional groups were successfully engaged reaction.

Язык: Английский

Visible-light photocatalyzed C–N bond activation of tertiary amines: a three-component approach to synthesize quinazolines DOI

Ajithkumar Arumugam,

Gopal Chandru Senadi

Organic & Biomolecular Chemistry, Год журнала: 2024, Номер 22(6), С. 1245 - 1253

Опубликована: Янв. 1, 2024

A metal-free three-component approach has been developed to prepare 2,4-disubstituted quinazolines from

Язык: Английский

Процитировано

4

Cobalt(II)-Catalyzed Synthesis of γ-Diketones from Aryl Alkenes and Its Utilization in the Synthesis of Various Heterocyclic Compounds DOI

Subham Sau,

Krishna Mohan Das, Bijan Mondal

и другие.

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(10), С. 7095 - 7108

Опубликована: Май 3, 2024

An earth-abundant Co(II) salt-catalyzed mild and affordable synthetic route has been developed for the synthesis of industrially relevant 1,4-dicarbonyl compounds (or γ-diketones) via oxidative coupling between aryl alkenes ketones (both cyclic acyclic) using TBHP DBU as oxidant base, respectively. 1,4-Dicarbonyl are known to be synthesized expensive metal catalysts, dual or low-cost complexes combined with an additive ligand template, which further needs synthesized. Herein, we report cobalt(II) acetate a catalyst without any co-catalyst templates. This methodology broad substrate scope significant yields good functional group tolerance. Generation unsymmetrical 1,4-dicarbonyls at room temperature its versatile expansion produce synthetically biologically valuable heterocyclic salient features this novel methodology. In addition, various controlled experiments such primary kinetic isotope effect study, Hammett analysis variation nature substituents on styrene ring, theoretical calculations (density theory) unravel mechanistic intricacies involved in new, simple, atom-economic

Язык: Английский

Процитировано

4

Ligand Enabled Manganese‐Catalyzed Oxidation of 1,2‐Disubstituted Cyclobutanols DOI

Ulada Karotsina,

Margarita Pilicheva,

Alaksiej L. Hurski

и другие.

ChemistrySelect, Год журнала: 2024, Номер 9(32)

Опубликована: Авг. 22, 2024

Abstract Here we report a protocol for the preparation of 1,4‐diketones from 1,2‐disubstituted cyclobutanols based on their ring‐opening oxidation with molecular oxygen. The reaction proceeds under manganese catalysis in presence 1,10‐phenanthroline ligand and leads to target product along minor 4‐hydroxyketone that can be oxidized Dess‐Martin periodinane same vessel. Substrates alkyl aryl substituents including those bearing functional groups were successfully engaged reaction.

Язык: Английский

Процитировано

0