Ultrasound-Assisted Remote Benzylic C(sp3)–H Alkylation of N-Fluoroamides with Enol Silanes DOI
Boyi Wang, Tianyu Lu, Ziyu Wang

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(22), P. 16473 - 16484

Published: Nov. 7, 2024

We have developed an ultrasound-assisted remote benzylic C(sp3)–H alkylation of N-fluorobenzamides with enol silanes; a series β-aryl substituted propiophenones was generated in good to high yields. This reaction represents formal C(sp3)–C(sp3) coupling and features simplicity, efficiency, wide substrate scope multiple-step sequential process, which involves N–F homolysis, 1,5-hydrogen atom transfer, radical addition, oxidation by copper(II) salt, removal the trimethylsilyl group. Also, DFT theoretical calculations Marcus theory were employed consolidate proposed mechanism.

Language: Английский

Visible light-induced organophotoredox-catalyzed difunctionalization of alkenes and alkynes DOI

Subham Gupta,

Abhishek Kundu, Sumit Ghosh

et al.

Green Chemistry, Journal Year: 2023, Volume and Issue: 25(21), P. 8459 - 8493

Published: Jan. 1, 2023

This review comprehensively summarizes visible light-induced difunctionalization strategies for alkene and alkyne systems in metal-free conditions with literature coverage up to July 2023.

Language: Английский

Citations

40

Photoredox streamlines electrocatalysis: photoelectrosynthesis of polycyclic pyrimidin-4-ones through carbocyclization of unactivated alkenes with malonates DOI

Minglin Tao,

Feng Qin,

Kaixing Gong

et al.

Green Chemistry, Journal Year: 2024, Volume and Issue: 26(7), P. 4199 - 4208

Published: Jan. 1, 2024

A new photoelectrocatalytic mode permits the synthesis of polycyclic pyrimidin-4-ones through dehydrogenative cyclization malonates with unactivated alkenes.

Language: Английский

Citations

15

Photochemical and Electrochemical Synthesis of Oxazoles and Isoxazoles: An Update DOI
Debashis Ghosh,

Ancy Sherin,

Sumit Ghosh

et al.

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: 366(10), P. 2186 - 2208

Published: April 4, 2024

Abstract This review presents an outline of current advancements in the photochemical and electrochemical synthesis oxazoles isoxazoles. Oxazole isoxazole are important building blocks for a variety medicinally useful compounds. Therefore, these heterocycles via sustainable technologies is worth demanding. Photochemical two among few technologies. covers brief discussion on reaction parameters like catalysts, substrates scope, temperature, solvents, electrodes, electrolytes (in case process), light source process) individual reaction. Detailed mechanistic insight each also presented. Finally, summary, future direction toward development effective methods isoxazoles

Language: Английский

Citations

10

Photoredox Ring Opening 1,2-Alkylarylation of Alkenes with Sulfonium Salts Toward Thioether-Substituted Oxindoles DOI
Long‐Jin Zhong, Hui Chen, Xuan Shang

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(12), P. 8721 - 8733

Published: June 4, 2024

A novel strategy for the difunctionalization of electron-deficient alkenes with aryl sulfonium salts to access remote sulfur-containing oxindole derivatives by using in situ-formed copper(I)-based complexes as a photoredox catalyst is presented. This method enables generation C(sp3)-centered radicals through site selective cleavage C–S bond under mild conditions. Moreover, oxidation reactions desired products provide new preparation sulfoxide or sulfone-containing compounds. Importantly, this approach can be easily applied late-stage modification pharmaceuticals molecules.

Language: Английский

Citations

4

The organophotocatalytic trifluoromethylation of 6-azauracils DOI Creative Commons

Krishna Kanta Das,

Alakananda Hajra

RSC Advances, Journal Year: 2025, Volume and Issue: 15(15), P. 11370 - 11376

Published: Jan. 1, 2025

Herein, we have developed an organophotocatalytic trifluoromethylation of 6-azauracils using inexpensive Langlois reagent to prepare a variety trifluoromethylated azauracil derivatives under ambient air condition.

Language: Английский

Citations

0

Advances in catalysis using Xantphos-like ligands; simplicity goes a long way DOI
Piet W. N. M. van Leeuwen, Israel Cano, Zoraida Freixa

et al.

Coordination Chemistry Reviews, Journal Year: 2025, Volume and Issue: 537, P. 216636 - 216636

Published: April 11, 2025

Language: Английский

Citations

0

Harnessing Bromo/Acyloxy Transposition (BrAcT) and Excited-State Copper Catalysis for Styrene Difunctionalization DOI
Upasana Mukherjee, Jagrut Shah, Djamaladdin G. Musaev

et al.

Journal of the American Chemical Society, Journal Year: 2024, Volume and Issue: 146(31), P. 21271 - 21279

Published: July 23, 2024

1,2-Difunctionalization of styrenes, adding two distinct functional groups across the C═C double bond, has emerged as a powerful tool for enhancing molecular complexity. Herein, we report development regioconvergent β-acyloxylation-α-ketonylation styrenes through bromo/acyloxy transposition (BrAcT) and excited-state copper catalysis. This approach is amenable to gram-scale synthesis tolerates wide range complex frameworks, including derivatives natural products marketed drugs. Our experimental computational studies suggest unique mechanism featuring dynamic, ionic BrAcT process copper-catalyzed redox reactions. We anticipate that this could serve broadly applicable versatile strategy β-acyloxylation-α-functionalization creating valuable intermediates preparing new pharmaceuticals, agrochemicals, materials.

Language: Английский

Citations

3

Silylation of 2H-indazoles by photoinduced hydrogen atom transfer catalysis DOI

Krishna Kanta Das,

Alakananda Hajra

Organic & Biomolecular Chemistry, Journal Year: 2023, Volume and Issue: 22(5), P. 1034 - 1037

Published: Dec. 26, 2023

A metal-free, visible-light-mediated C-H silylation of 2

Language: Английский

Citations

6

Non-directed Oxidative Annulation of 2-Arylindazoles with Electron Deficient Olefins via Visible Light Photocatalysis DOI

Krishna Kanta Das,

Alakananda Hajra

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(75), P. 10402 - 10405

Published: Jan. 1, 2024

A new visible-light-mediated non-directed oxidative annulation between 2-arylindazoles and electron-deficient olefins using commercially available piperidine-1-sulfonyl chloride as the radical precursor to afford fused 5,6-dihydroindazolo[2,3-

Language: Английский

Citations

1

Visible-light-mediated photocatalytic sequential N-arylation: an eco-friendly synthetic route to unsymmetrical diarylamines and the imatinib drug DOI
Sravani Sana,

Sowmya Dastari,

Dannarm Srinivas Reddy

et al.

Organic Chemistry Frontiers, Journal Year: 2023, Volume and Issue: 10(18), P. 4573 - 4580

Published: Jan. 1, 2023

A sustainable photoredox-mediated protocol for the construction of unsymmetrical diarylamines using a Cu/Ru catalytic system has been successfully devised with wide substrate scope and good yields.

Language: Английский

Citations

2