Iodomethane in C1 chemistry: application in palladium-catalyzed [2 + 2 + 1] annulation DOI

Jin-Ke Zhang,

Yu-Chen Fang,

Jiahe Chen

et al.

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: 22(16), P. 3204 - 3208

Published: Jan. 1, 2024

An efficient palladium-catalyzed [2 + 2 1] annulation of 3-iodochromones, bridged olefins, and iodomethane is described, affording a range chromone-containing polycyclic compounds. Additionally, the corresponding deuterated products were smoothly obtained with iodomethane-

Language: Английский

Electrochemical 1,3‐Oxofluorination of Gem‐Difluoro Cyclopropanes: Approach to α‐CF3‐Substituted Carbonyl Compounds DOI
Shiv Dutt, Rakesh Kumar,

Nakshatra Banerjee

et al.

Advanced Synthesis & Catalysis, Journal Year: 2023, Volume and Issue: 366(3), P. 526 - 532

Published: Dec. 21, 2023

Abstract An electrochemical methodology for the construction of α ‐CF 3 ‐substituted carbonyl compounds in moderate to good yields under exogenous metal and oxidant‐free conditions has been developed. The protocol involves single‐electron oxidation aryl ring generate a radical cation followed by three‐electron S N 2 reaction resulting formation substituted ketones.

Language: Английский

Citations

9
Electrochemical N‐Aroylation of Sulfoximines by Using Benzoyl Hydrazines with H2 Generation DOI
Tipu Alam, Bhisma K. Patel

Chemistry - A European Journal, Journal Year: 2023, Volume and Issue: 30(9)

Published: Nov. 22, 2023

Abstract Developed here is a robust electrochemical cross‐coupling reaction between aroyl hydrazine and NH ‐sulfoximine via concomitant cleavage formation of C(sp 2 )−N bonds with the evolution H N as innocuous by‐products. This sustainable protocol avoids use toxic reagents occurs at room temperature. The proceeds generation an sulfoximidoyl radical anodic oxidation under constant current electrolysis (CCE), affording ‐aroylated sulfoximine. strategy applied to late‐stage sulfoximidation L‐menthol, (−)‐borneol, D‐glucose, vitamin‐E derivatives, marketed drugs such probenecid, ibuprofen, flurbiprofen, ciprofibrate, sulindac. In addition, present methodology mild, high functional group tolerance broad substrate scope scalable.

Language: Английский

Citations

7
The efficient synthesis of three-membered rings via photo- and electrochemical strategies DOI Creative Commons
Xinyu Han, Na Zhang, Qiannan Li

et al.

Chemical Science, Journal Year: 2024, Volume and Issue: 15(34), P. 13576 - 13604

Published: Jan. 1, 2024

Three-membered rings, such as epoxides, aziridines, oxaziridines, cyclopropenes, vinyloxaziridines, and azirines, are recognized crucial pharmacophores building blocks in organic chemistry drug discovery. Despite the significant advances synthesis of these rings through photo/electrochemical methods over past decade, there has currently been no focused discussion updated overviews on this topic. Therefore, we presented review article efficient three-membered using photo- electrochemical strategies, covering literature since 2015. In study, a conceptual overview detailed discussions were provided to illustrate advancement field. Moreover, brief outlines current challenges opportunities synthesizing strategies.

Language: Английский

Citations

2
Advancements, challenges, and future frontiers in covalent inhibitors and covalent drugs: A review DOI Creative Commons

Muhammad Salman Hameed,

Hongxuan Cao,

Li Guo

et al.

European Journal of Medicinal Chemistry Reports, Journal Year: 2024, Volume and Issue: unknown, P. 100217 - 100217

Published: Sept. 1, 2024

Language: Английский

Citations

2
Photochemical Synthesis and Ring‐Opening of Aziridines and Epoxides: State‐of‐the‐Art DOI
Lucas G. Furniel, Arlene G. Corrêa

ChemPhotoChem, Journal Year: 2024, Volume and Issue: 8(9)

Published: May 13, 2024

Abstract The development of greener methods for the preparation three‐membered rings has increased in last decade, not only due to their biological activity but also ring strain those heterocycles that make them useful precursors more complex molecules. In this work, visible‐light‐promoted synthesis and ring‐opening aziridines epoxides, reported five years, were reviewed. Both homogeneous heterogeneous catalysts discussed and, addition, plausible mechanism pathways highlighted.

Language: Английский

Citations

1
Electrochemical deconstructive functionalization of arylcycloalkanes via fragmentation of anodically generated aromatic radical cations DOI Creative Commons
Hussain A. Maashi,

Abdulrahman H. Husayni,

James Harnedy

et al.

Chemical Communications, Journal Year: 2024, Volume and Issue: unknown

Published: Jan. 1, 2024

This highlight summarises electrochemical approaches for the deconstructive functionalization of arylcycloalkanes via fragmentation anodically generated aromatic radical cations.

Language: Английский

Citations

1
Strain-Released Hydrogenation of Donor-Acceptor Cyclopropane and Cyclobutane via Electrochemical Site Selective Carbonyl Reduction DOI Creative Commons

Nakshatra Banerjee,

Rakesh Kumar,

Biswadeep Manna

et al.

Published: Dec. 1, 2023

An external oxidant or reductant, acid-free electrochemical protocol is established towards the hydrogenation of strained rings at room temperature and atmospheric pressure. After control experiments, it revealed that reaction initiated via reduction carbonyl group. The methodology highly specific has a broad functional group tolerance.

Language: Английский

Citations

2
Iodomethane in C1 chemistry: application in palladium-catalyzed [2 + 2 + 1] annulation DOI

Jin-Ke Zhang,

Yu-Chen Fang,

Jiahe Chen

et al.

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: 22(16), P. 3204 - 3208

Published: Jan. 1, 2024

An efficient palladium-catalyzed [2 + 2 1] annulation of 3-iodochromones, bridged olefins, and iodomethane is described, affording a range chromone-containing polycyclic compounds. Additionally, the corresponding deuterated products were smoothly obtained with iodomethane-

Language: Английский

Citations

0