Photochemical & Photobiological Sciences, Journal Year: 2021, Volume and Issue: 21(5), P. 645 - 658
Published: Nov. 4, 2021
Language: Английский
Molecules, Journal Year: 2024, Volume and Issue: 29(5), P. 997 - 997
Published: Feb. 25, 2024
The incorporation of amide groups into biologically active molecules has been proven to be an efficient strategy for drug design and discovery. In this study, we present a simple practical method the synthesis amide-containing quinazolin-4(3H)-ones under transition-metal-free conditions. This is achieved through carbamoyl-radical-triggered cascade cyclization N3-alkenyl-tethered quinazolinones. Notably, carbamoyl radical generated in situ from oxidative decarboxylative process oxamic acids presence (NH4)2S2O8.
Language: Английский
Citations
2
The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(7), P. 4774 - 4783
Published: March 20, 2024
A facile and efficient copper-catalyzed domino-double annulation strategy was developed from easily accessible o-aminobenzamides 2-iodoisothiocyanates, which affords a direct pathway for the synthesis of tetracyclic fused 12H-benzo[4,5]thiazolo[2,3-b]quinazolin-12-ones in moderate to good yields without addition ligands, bases, external oxidants. The reaction involves C–N bond cleavage formation C–N/C–S one step with advantages using an inexpensive copper catalyst easy operation. Mechanistic studies suggest that this transformation proceeds via intermolecular condensation followed by intramolecular Ullmann-type cross-coupling cyclization reaction.
Language: Английский
Citations
2
The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(13), P. 9419 - 9423
Published: May 29, 2023
A tert-butyl hydroperoxide-promoted oxidative annulation reaction of isatins with 2-(trimethylsilyl)aryl triflates for the convenient synthesis acridone derivatives has been established. Mechanistic investigation suggested that may proceed via consecutive Baeyer–Villiger-type rearrangement followed by an intermolecular cyclization. This synthetic approach offers several advantages, including broad substrate scope, good functional group tolerance, and simplicity operation. Additionally, successful late-stage modification obtained compounds was achieved, expanding application potential this methodology in organic synthesis.
Language: Английский
Citations
6
Organic & Biomolecular Chemistry, Journal Year: 2023, Volume and Issue: 21(18), P. 3863 - 3870
Published: Jan. 1, 2023
This study reports a novel method for the synthesis of fused quinazolinones by visible-light-induced cyclization 2-aminobenzaldehydes and tetrahydroisoquinolines. The reaction is easily carried out irradiation with blue LED in presence 9-fluorenone air. A broad substrate scope good tolerance functionalities was observed under optimized conditions. Moreover, using 2-aminophenone as similar conditions, same product obtained when carbon removed. bio-active naturally occurring alkaloid rutaecarpine could be this strategy. success on gram-scale further transformation demonstrated synthetic practicability reaction.
Language: Английский
Citations
4
Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: 366(9), P. 2130 - 2135
Published: March 6, 2024
Abstract Herein, we report a nickel‐catalyzed intramolecular dual annulation reaction of alkyl nitrile‐containing 1,2,3‐benzotriazin‐4( 3H )‐ones to synthesize polycyclic quinazolinones. This catalytic can construct the core structure quinazolinone alkaloids; therefore, also apply this as critical step access fifteen relevant alkaloids demonstrate efficacy.
Language: Английский
Citations
1
Tetrahedron, Journal Year: 2023, Volume and Issue: 137, P. 133383 - 133383
Published: March 29, 2023
Language: Английский
Citations
3
Advanced Synthesis & Catalysis, Journal Year: 2022, Volume and Issue: 364(20), P. 3501 - 3505
Published: Sept. 6, 2022
Abstract Fe‐catalyzed three‐component strategy have been developed for the synthesis of 2,3′‐biquinolines from readily available 2‐methyl quinolines, anthranils and N , ‐dimethylacetamide (DMA), This annulation procedure undergoes C(sp 3 )−H activation, amination, nucleophilic addition, dehydration oxydehydrogenation steps. DMA acts not only as a solvent but also one carbon donor in reaction. magnified image
Language: Английский
Citations
4
The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(2), P. 1282 - 1291
Published: Jan. 3, 2023
We report herein an efficient and practical strategy for the preparation of 5H-phthalazino[1,2-b]quinazolin-8(6H)-one derivatives through a t-BuOK-catalyzed intramolecular hydroamination reaction functionalized quinazolinones under extremely mild conditions. A variety quinazolinone substrates are well tolerated to furnish corresponding products in good high yields via exclusive 6-exo-dig cyclization process. The present protocol has advantages readily obtainable starting materials, broad substrate scope, regio- stereoselectivity.
Language: Английский
Citations
2
Tetrahedron, Journal Year: 2024, Volume and Issue: unknown, P. 134437 - 134437
Published: Dec. 1, 2024
Language: Английский
Citations
0
The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown
Published: Sept. 18, 2024
A tunable method for the selective preparation of
Language: Английский
Citations
0