Potassium Phosphate‐Mediated Synthesis of C4‐Phosphorylated Quinolines via Cascade Cycloisomerization of Ynones DOI Open Access
Yi‐Feng Qiu,

Jin-Hao Li,

Qiang Wang

и другие.

Chemistry - A European Journal, Год журнала: 2024, Номер unknown

Опубликована: Ноя. 5, 2024

Abstract A cascade phosphorylation cycloisomerization of readily accessible ynones and diphenylphosphine oxides facilitated by potassium phosphate is described, allowing for the straightforward synthesis C4‐phosphorylated quinoline scaffolds. The formation a C−P bond C−N achieved in single procedure without need pre‐assembled cores prior to phosphorylation. This transformation operates requirement metals or oxidants exhibits excellent compatibility with various functional groups. Furthermore, antimicrobial activity evaluation demonstrated that synthesized derivatives exhibited potent inhibitory against Staphylococcus aureus.

Язык: Английский

Skeletal Editing through Molecular Recombination of 2H‐Indazoles to Azo‐Linked‐Quinazolinones DOI Open Access

Suvam Bhattacharjee,

Alakananda Hajra

Chemistry - A European Journal, Год журнала: 2023, Номер 30(10)

Опубликована: Ноя. 29, 2023

Abstract A new protocol by the combinatory use of two equivalent indazoles starting material with one being carbon source via its C3‐reactivity and other, coupling partner has been developed for selectfluor‐mediated single atom skeletal editing 2 H ‐indazoles. The azo‐linked‐2,3‐disubstituted quinazolin‐4‐one derivatives were obtained through a insertion between nitrogens indazole ring simultaneous oxidation at C3 position both moieties. Mechanistic investigations reveal that amidic carbonyl oxygen product is derived from water reaction proceeds in‐situ generated N ‐centred indazolone radical intermediate.

Язык: Английский

Процитировано

4

Visible-light promoted radical cascade cyclization of 3-allyl-2-arylquinazolinones for the synthesis of phosphorylated dihydroisoquinolino[1,2-b]quinazolinones DOI
Jun Huang,

Caijin Ban,

J. J. Qin

и другие.

Chemical Communications, Год журнала: 2024, Номер 60(62), С. 8119 - 8122

Опубликована: Янв. 1, 2024

A novel visible-light promoted metal-free radical cascade cyclization reaction has been developed with 3-allyl-2-arylquinazolinones as a new class of acceptor. This photocatalytic protocol represents an efficient approach to construct phosphorylated dihydroisoquinolino[1,2-

Язык: Английский

Процитировано

1

Electrochemical C–H Arylation of Quinazolinone with Aryl Tetrafluoroborate Diazonium Salts in Aqueous Solution of Ionic Liquids DOI

Mengmeng Ji,

Weiya Zhang, Hongbo Zhao

и другие.

ACS Sustainable Chemistry & Engineering, Год журнала: 2023, Номер 11(37), С. 13798 - 13804

Опубликована: Сен. 1, 2023

A process for the electrochemical direct C–H arylation of quinazolinones and aryl tetrafluoroborate diazonium salts with ionic liquid [EMIM]BF4 (1-ethyl-3-methylimidazolium tetrafluoroborate):H2O (2:1) as electrolyte was developed synthesis 2-arylquinazolinones, a series 2-arylquinazolinones were synthesized moderate to good yields. This method applied key intermediate an IKK β inhibitor CU160 quinazolinone alkaloid 2-(1H-indol-3-yl) quinazolin-4(3H)-one. The mild green scheme provides effective alternative traditional 2-arylquinazolinone.

Язык: Английский

Процитировано

3

Recent Advances in the Light-assisted Synthesis of Ring Junction Nitrogen Heterocycles DOI

Periasamy Vinoth Kumar,

Kumar Aravindraj,

Gunabalan Madhumitha

и другие.

Current Organic Chemistry, Год журнала: 2023, Номер 27(12), С. 997 - 1009

Опубликована: Июнь 1, 2023

Abstract: Nitrogen ring junction heterocycles play a crucial role in synthetic organic chemistry due to their remarkable activity. The fused nitrogen compounds are abundant nature; they have excellent biological activity and used against various health issues. To make selective products from the heterocycles, expensive chemicals catalysts, like transition metal complexes composites, required. neglect drawbacks of conventional synthesis methods long reaction times, by-product formation, lower selectivity, low yields, an alternative nonconventional light-mediated techniques can be opted for. light source uses radical mechanism that reduces provides regio-selective product, increases yield, decreases time, is cost-effective, does not require special catalysts or chemicals. There variety sources, viz., UV, visible, IR, laser, X-ray. visible light, white, green, blue LED sources widely photochemical method. This review emphasizes nitrogen-ring heterocyclic compounds.

Язык: Английский

Процитировано

3

Potassium Phosphate‐Mediated Synthesis of C4‐Phosphorylated Quinolines via Cascade Cycloisomerization of Ynones DOI Open Access
Yi‐Feng Qiu,

Jin-Hao Li,

Qiang Wang

и другие.

Chemistry - A European Journal, Год журнала: 2024, Номер unknown

Опубликована: Ноя. 5, 2024

Abstract A cascade phosphorylation cycloisomerization of readily accessible ynones and diphenylphosphine oxides facilitated by potassium phosphate is described, allowing for the straightforward synthesis C4‐phosphorylated quinoline scaffolds. The formation a C−P bond C−N achieved in single procedure without need pre‐assembled cores prior to phosphorylation. This transformation operates requirement metals or oxidants exhibits excellent compatibility with various functional groups. Furthermore, antimicrobial activity evaluation demonstrated that synthesized derivatives exhibited potent inhibitory against Staphylococcus aureus.

Язык: Английский

Процитировано

0