Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: unknown
Published: Jan. 1, 2024
The first example of the visible light-driven and substrate-promoted three-component alkenyltrifluoromethylation alkenes is developed. This approach uses easily available alkenes, 2-arylamino-1,4-naphthoquinones Togni reagent as reactants, describes good functionality tolerance. reaction offers a precise synthesis valuable CF
Language: Английский
European Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 27(27)
Published: May 21, 2024
Abstract The direct functionalization of quinones has always fascinated research communities due to their biological and redox activities subsequent application. Quinone motifs play a vital role as precursors for many bioactive compounds materials; hence, ingenious methodologies have been elaborated exploring these units. A significant part the synthetic strategies towards functionalized achieved by installing substituents on hydroquinones, phenols, or quinone itself different oxidative coupling reactions via radical pathways with without utilization metal catalysts. simple C−H bond remains challenging inherited electronic nature high dissociation energy. This review article summarizes recent advancement made through quinones. Our primary focus will be approaches mechanistic that appeared in last two decades, along short historical importance family.
Language: Английский
Citations
10
The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(3), P. 1669 - 1680
Published: Jan. 11, 2024
A mild and eco-friendly visible-light-induced protocol for the hydroacylation of quinones with α-keto acids has been developed. In absence any catalyst or additive, decarboxylative proceeded smoothly under visible-light irradiation at room temperature. wide range were well-tolerated afforded products up to 88% isolated yield. The reaction can be scaled up, induced groups are useful further synthetic applications. Preliminarily, mechanistic studies indicated that photoactive absorb visible light facilitate transformation.
Language: Английский
Citations
5
Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(19), P. 5479 - 5487
Published: Jan. 1, 2024
A paired electrolysis enabled amination of arenes using N , -dialkyl formamides as the amine source for synthesis arylamines without need chemical oxidants, metal catalysts or high temperatures is reported.
Language: Английский
Citations
5
European Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: unknown
Published: Aug. 31, 2023
Abstract Achieving high molecular complexity can be not trivial, but the exploitation of domino reactions provides an atom‐ and step‐economical method to reach this target. Over past decades, a lot efforts have been put on development photocatalytic cascades employing both metal‐based purely organic catalysts. Despite effectiveness these protocols, catalyst‐ additive‐free light‐induced are gaining momentum thank their efficiency, operational simplicity sustainability. The increasing number papers published field in last years is proof appeal transformations. In Review, we discuss multicomponent mediated by light with focus photocatalyst‐ processes. most recent advances synthesis complex nitrogen‐, oxygen‐, sulphur‐ selenium‐heterocycles together analysed emphasis experimental mechanistic studies.
Language: Английский
Citations
10
The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(7), P. 4453 - 4460
Published: March 26, 2024
A facile transition-metal-free synthesis of 3,5-bis(het)aryl/arylaminothiadiazoles has been reported. The overall protocol involves base-mediated tandem thioacylation amidines with dithioesters or aryl isothiocyanates in DMF solvent and subsequent situ intramolecular dehydrogenative N–S bond formation thioacylamidine intermediates under an inert atmosphere. probable mechanism involving a carbamoyl anion, generated by deprotonation DMF, acting as radical initiator suggested.
Language: Английский
Citations
3
The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown
Published: Jan. 4, 2025
A convenient and efficient transition-metal-free method has been developed for the C(sp
Language: Английский
Citations
0
European Polymer Journal, Journal Year: 2024, Volume and Issue: 219, P. 113401 - 113401
Published: Aug. 27, 2024
Language: Английский
Citations
3
European Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown
Published: July 26, 2024
Abstract This article reports the synthesis of alpha‐hydroxy‐beta‐seleno amides containing intramolecular hydrogen bonds by selective oxyselenization and double bond cleavage reactions enamine with diaryl diselenides under visible light irradiation. protocol proceeds well to provide 30 desired products yields 37 %–80 % using 12 W blue LED as source room temperature conditions. Moreover, plays a dual role substrate photoactive reagent, oxygen in air participates reaction, thus avoiding extra addition environmentally unfriendly photoctalysts oxidants.
Language: Английский
Citations
2
The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(18), P. 13117 - 13127
Published: Sept. 3, 2024
A strategy for convenient and precise oxidative aminotrifluoromethylation of 1,4-naphthoquinone with the Togni reagent amines has been demonstrated via a radical process. This method allows efficient access preparation wide range CF
Language: Английский
Citations
2
Advanced Synthesis & Catalysis, Journal Year: 2023, Volume and Issue: 365(24), P. 4533 - 4537
Published: Nov. 14, 2023
Abstract A visible‐light induced approach has enabled the synthesis of 3‐alkyl indole from ynones via C sp 3 −H bond functionalization. This protocol proceeded under base‐free conditions andat room temperature, providing a series motifs in 39% to 90% yields (44 examples). Preliminary mechanistic studies suggest that radical process should be involved this transformation.
Language: Английский
Citations
5