C(2)H-Alkylation of (Benz)oxazoles with Tertiary Alkyl Chlorides and Bromides under Photoinduced Palladium Catalysis DOI
I.V. Lavrent'ev, Alexander V. Astakhov, Konstantin E. Shepelenko

et al.

Doklady Chemistry, Journal Year: 2023, Volume and Issue: 513(1), P. 327 - 336

Published: Nov. 1, 2023

Language: Английский

Photoinduced, metal- and photosensitizer-free decarboxylative C–H (amino)alkylation of heteroarenes in a sustainable solvent DOI
Jun Xu,

Chenfeng Liang,

Jiabin Shen

et al.

Green Chemistry, Journal Year: 2023, Volume and Issue: 25(5), P. 1975 - 1981

Published: Jan. 1, 2023

This study describes a green and sustainable photoinduced strategy for decarboxylative C–H (amino)alkylation of heteroarenes with carboxylic acids under metal- photosensitizer-free conditions.

Language: Английский

Citations

43
Recent advances on cross-coupling of alcohols via borrowing hydrogen catalysis DOI

Suteerna Mullick,

Adrija Ghosh, Debasis Banerjee

et al.

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(30), P. 4002 - 4014

Published: Jan. 1, 2024

This article highlights the recent advances and significance of β-alkylation reactions towards synthesis higher order alcohols.

Language: Английский

Citations

14
Direct Synthesis of Gem-β,β′-Bis(alkyl) Alcohols Using Nickel Catalysis via Sequential DCR Approach DOI
Lalit Mohan Kabadwal, Atanu Bera, Debasis Banerjee

et al.

ACS Catalysis, Journal Year: 2024, Volume and Issue: 14(6), P. 4018 - 4029

Published: Feb. 28, 2024

Chemoselective synthesis of functionalized gem-β,β′-bis(alkyl)alcohols by coupling a β-alkylated secondary alcohol with primary is reported using nickel via sequential DCR (dehydrogenation–condensation–rehydrogenation) approach. Using our method, 1-arylethanol and benzyl alcohols undergo one-pot successive double alkylation reaction to form alcohols. Methanol, C2–C12 alcohols, citronellol, fatty acid-derived oleic are tolerated, including late-stage functionalization steroid hormones (cholesterol testosterone) 5-pregnen-3β-ol-20-one. The catalytic transformations enabled the donepezil drug (used for Alzheimer's disease), N-heteroarenes (quinoline acridine), chromane intermediate flavan derivatives. Hammett kinetic plot analysis differently p-substituted 1-phenyl propanol indicated that oxidation might be rate-determining step expected strong influence substitution on kinetics. A negative ρ value (−0.60) strongly signify formation positive charge alcohol. Preliminary mechanistic investigation revealed dehydrogenation aldehyde as it involves C–H/D bond breaking alcohol, PH/PD 6.0 was calculated. Reaction profile studies, EPR experiments, Hammett-plot cyclic voltammetry, UV–visible XPS analysis, structural electronic changes at Ni-center well behavior catalysts during progress reactions.

Language: Английский

Citations

6
Recent advances in the selective semi-hydrogenation of alkyne to (E)-olefins DOI

Motahar Sk,

Shuvojit Haldar,

Sourajit Bera

et al.

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(12), P. 1517 - 1533

Published: Jan. 1, 2024

This article highlights the recent advances on newer technologies and important methodologies directed to ( E )-olefins from alkynes.

Language: Английский

Citations

5
The literature of heterocyclic chemistry, part XXII, 2022 DOI
Галина А. Газиева, Yu. B. Evdokimenkova, N. O. Soboleva

et al.

Advances in heterocyclic chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

Language: Английский

Citations

0
Construction of Fused Tetrahydroquinolines by Catalytic Hydride-Transfer-Initiated Tandem Functionalization of Quinolines DOI

Rongqing Guan,

He Zhao, Min Zhang

et al.

Organic Letters, Journal Year: 2022, Volume and Issue: 24(16), P. 3048 - 3052

Published: April 15, 2022

Herein, we present a new annulation reaction of quinolinium salts with indoles and paraformaldehyde, which enables syn-diastereoselective construction vast range fused tetrahydroquinolines via ruthenium-catalyzed hydride-transfer-initiated tandem functionalization the quinoline skeleton. The developed transformation proceeds mild conditions, good substrate functional group compatibility, readily available feedstocks, operational simplicity.

Language: Английский

Citations

13
Chemoselective α‐Alkylation of Nitriles with Primary Alcohols by Manganese(I)‐Catalysis DOI

Krishanu Bera,

Arup Mukherjee

Chemistry - An Asian Journal, Journal Year: 2023, Volume and Issue: 18(13)

Published: May 8, 2023

A sustainable and easy-to-use protocol for the alkylation of aryl nitriles with earth-abundant manganese(I) catalyst is presented. The reaction employs readily available naturally abundant alcohols as coupling partners. proceeds chemoselectively encompasses a broad substrate scope good to excellent yields. catalytic yields selectively α-branched water sole byproduct. Experimental studies were executed understand mechanism reaction.

Language: Английский

Citations

7
Advancement in the C–H bond alkylation of (hetero)arenes catalyzed by the most abundant transition metal–iron DOI
Chandini Pradhan, Benudhar Punji

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(8), P. 2397 - 2417

Published: Jan. 1, 2024

Advancement in the direct C–H bond alkylation of arenes and heteroarenes using catalysts based on most abundant transition metal, iron, is summarized.

Language: Английский

Citations

2
C─H Functionalization of Heteroarenes via Electron Donor‐Acceptor Complex Photoactivation DOI
Alakananda Hajra,

Madhusudan Mondal,

Sumit Ghosh

et al.

ChemSusChem, Journal Year: 2024, Volume and Issue: unknown

Published: July 8, 2024

C-H Functionalization of heteroarenes stands as a potent instrument in organic synthesis, and with the incorporation visible light, it emerged transformative game-changer. In this domain, electron donor-acceptor (EDA) complex, formed through pairing an electron-rich substrate electron-accepting molecule, has garnered substantial consideration recent years due to related avoidance requirement photocatalyst well oxidant. EDA complexes can undergo photoactivation under mild conditions exhibit high functional group tolerance, making them potentially suitable for functionalization biologically relevant heteroarenes. This review article provides overview advancements field via complex literature coverage up April, 2024.

Language: Английский

Citations

2
Advances in the Iron-Catalyzed Direct Functionalizations of ­Heterocycles DOI
Benudhar Punji, Chandini Pradhan

Synlett, Journal Year: 2022, Volume and Issue: 34(07), P. 683 - 697

Published: July 3, 2022

Abstract Direct functionalization of heterocycles is an advanced strategy for diversifying privileged and biorelevant heterocycle-containing molecules. Particularly, use the most abundant transition metal, iron, as a catalyst makes this process highly cost-effective sustainable. Recently, some progress has been realized towards direct under iron catalysis. Herein, we present developments in C–H bond functionalizations related reactions various by salts. This Synpacts categorized into different sections based on being functionalized, each section discussed type reaction catalyzed iron. 1 Introduction 2 Functionalization Indoles 2.1 Alkylation 2.2 Alkenylation 2.3 Other Reactions 3 Oxindoles Isatins 3.1 C–C Bond Formation 3.2 C–Heteroatom 4 Pyridines Furans 5 Azoles 6 Summary Outlook

Language: Английский

Citations

11