Photochemical oxidative dehydrogenation of saturated N-heterocycles by an iminoquinone DOI

Baishanal Mandal,

Amreen K. Bains,

Monojit Roy

et al.

Catalysis Science & Technology, Journal Year: 2023, Volume and Issue: 13(22), P. 6512 - 6518

Published: Jan. 1, 2023

In this manuscript, we report an organic cofactor-inspired oxidative dehydrogenation reaction under aerobic atmosphere on a series of saturated N-heterocycles.

Language: Английский

Transition metals-catalyzed amination of biomass feedstocks for sustainable construction of N-heterocycles DOI
Qiong Yan, Xu Wu, Hao Jiang

et al.

Coordination Chemistry Reviews, Journal Year: 2023, Volume and Issue: 502, P. 215622 - 215622

Published: Dec. 26, 2023

Language: Английский

Citations

75
A Phosphine-Free Air-Stable Mn(II)-Catalyst for Sustainable Synthesis of Quinazolin-4(3H)-ones, Quinolines, and Quinoxalines in Water DOI
Sucheta Mondal, Subhajit Chakraborty,

Subhankar Khanra

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(8), P. 5250 - 5265

Published: March 30, 2024

The synthesis, characterization, and catalytic application of a new phosphine-free, well-defined, water-soluble, air-stable Mn(II)-catalyst [Mn(L)(H2O)2Cl](Cl) ([1]Cl) featuring 1,10-phenanthroline based tridentate pincer ligand, 2-(1H-pyrazol-1-yl)-1,10-phenanthroline (L), in dehydrogenative functionalization alcohols to various N-heterocycles such as quinazolin-4(3H)-ones, quinolines, quinoxalines are reported here. A wide array multisubstituted quinazolin-4(3H)-ones were prepared water under air following two pathways via the coupling with 2-aminobenzamides 2-aminobenzonitriles, respectively. 2-Aminobenzyl alcohol ketones bearing active methylene group used partners for synthesizing quinoline derivatives, quinoxaline derivatives by vicinal diols 1,2-diamines. In all cases, reaction proceeded smoothly using our [1]Cl air, affording desired satisfactory yields starting from cheap readily accessible precursors. Gram-scale synthesis compounds indicates industrial relevance synthetic strategy. Control experiments performed understand unveil plausible mechanism.

Language: Английский

Citations

9
Heterogeneous visible-light promoted dehydrogenative [4 + 2] annulation of benzothioamides and alkynes under aerobic conditions DOI

Yanmin Guo,

Rong Chang,

Fu Zhen

et al.

Green Chemistry, Journal Year: 2023, Volume and Issue: 25(13), P. 5206 - 5212

Published: Jan. 1, 2023

We have developed a visible-light induced dehydrogenative [4 + 2] annulation of benzothioamides and alkynes under aerobic conditions to synthesize isothiochromenes.

Language: Английский

Citations

12
Transition metal-free visible light-mediated photocatalytic aerobic oxidative synthesis of N-heterocycles using molecular oxygen as an oxidant DOI
Yongke Hu,

Hongyou Tian,

Haotian Cao

et al.

Molecular Catalysis, Journal Year: 2024, Volume and Issue: 566, P. 114432 - 114432

Published: Aug. 9, 2024

Language: Английский

Citations

4
Advances and perspectives on photochemical/electrochemical synthesis of nitrogen, sulfur, and phosphorus heteroatom containing compounds from biomass-based feedstocks DOI

Hanjing Tian,

Anping Wang, Pan Hu

et al.

Industrial Crops and Products, Journal Year: 2024, Volume and Issue: 222, P. 119738 - 119738

Published: Sept. 27, 2024

Language: Английский

Citations

4
Visible light mediated photocatalytic aerobic oxidative synthesis of pyrazolo[4,3-d]pyrimidin-7(6H)-ones and sildenafil DOI

Hongyou Tian,

Haijie Wang, Jiawei Xia

et al.

Organic & Biomolecular Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

A novel, efficient and sustainable visible-light–mediated methodology for the construction of pyrazolo[4,3- d ]pyrimidin-7(6 H )-ones from easily available starting materials has been developed.

Language: Английский

Citations

0
DTBP mediated tandem oxidative reaction of o -aminobenzamides with alcohols for the synthesis of quinazolinones DOI
Jin Li,

Haotian Cao,

Hongyou Tian

et al.

Synthetic Communications, Journal Year: 2025, Volume and Issue: unknown, P. 1 - 9

Published: May 5, 2025

Language: Английский

Citations

0
TBA(FeCl3Br) Complex as a Photocatalyst in the Csp3–H Bond Activation in Alcohols for the Synthesis of N-Based Heterocycles DOI Creative Commons

Luiz H. Dapper,

Viviane T. Mena,

Mateus W. Rambo

et al.

ACS Sustainable Chemistry & Engineering, Journal Year: 2024, Volume and Issue: 12(27), P. 10276 - 10285

Published: June 25, 2024

The TBA(FeCl3Br) complex, formed in situ by the simple mixture of FeCl3 and tetrabutylammonium bromide (TBAB) MeCN, has been proven to be an outstanding photocatalyst promote selective oxidation alcohols aldehydes, under blue-light irradiation. Herein, we describe synthesis benzochalcogenazoles quinazolinones reaction with suitable ortho-substituted anilines mild conditions. Among green features, method reduces need derivatization circumventing use aldehydes as substrate allows isolation precipitation after washing crude ethyl ether, avoiding purification column chromatography.

Language: Английский

Citations

1
Fabricating Effective and Recyclable Cadmium‐based Coordination Polymer for Selective Synthesis of 1,5‐Benzodiazepines DOI
Li Chen, Jiahao Li, Likui Wang

et al.

Asian Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 12(12)

Published: Oct. 9, 2023

Abstract Metal coordination polymers are widely applied in the synthesis of heterocyclic compounds due to advantages highly dispersed metal active sites, low cost and strong designability. Herein, employing 9‐benzyl‐3,6‐di( 1H ‐pyrazol‐1‐yl)‐ 9H ‐carbazole (BPC) as a ligand, cadmium‐coordinated polymer compound (Cd‐BPC) was facilely prepared by solvothermal method characterized energy dispersive spectrometer (EDS), flourier‐transform infrared spectroscopy (FT‐IR), scanning electron microscope (SEM), transmission microscopy (TEM) X‐ray photoelectron spectrometry (XPS). Employing Cd‐BPC catalyst, 1,5‐benzodiazepine derivatives were produced with relatively high yields through reaction o ‐phenylenediamine ketones, alcohols. Additionally, could be reused for at least 5 times without significant decrease.

Language: Английский

Citations

2
Photochemical dehydrogenative transformation to heterocycles facilitated by an azo/hydrazo redox couple DOI
Ayanangshu Biswas,

Sourav Mandal,

Supriya Halder

et al.

Catalysis Science & Technology, Journal Year: 2024, Volume and Issue: 14(8), P. 2146 - 2152

Published: Jan. 1, 2024

A new azo-dye demonstrates significant dehydrogenation ability under visible light excitation to assemble quinazolinones.

Language: Английский

Citations

0