An Organometallic Umpolung Approach for Iron‐Mediated Propargylic C–H Etherification DOI Creative Commons
Yue Xia, Jin Zhu,

Austin C. Durham

et al.

Angewandte Chemie, Journal Year: 2024, Volume and Issue: unknown

Published: Oct. 27, 2024

Abstract Propargylic ethers serve as useful intermediates for the synthesis of a variety complex targets. However, propargylic substitution prefunctionalized alkyne starting materials remains dominant method propargyl ethers, while direct etherification simple alkynes via C−H functionalization largely underreported. Herein, we report an organometallic umpolung approach iron‐mediated etherification. A telescopic protocol deprotonation followed by mild oxidative coupling with alcohols enabled use or functionalized expedient excellent functional group compatibility, chemoselectivity and regioselectivity.

Language: Английский

The chemistry of heterocycles in the 21st century DOI
Valery N. Charushin, Egor V. Verbitskiy, О. Н. Чупахин

et al.

Russian Chemical Reviews, Journal Year: 2024, Volume and Issue: 93(7), P. RCR5125 - RCR5125

Published: July 1, 2024

The chemistry of heterocyclic compounds has traditionally been and remains a bright area chemical science in Russia. This is due to the fact that many heterocycles find widest application. These are key structural fragments most drugs, plant protection agents. Many natural also derivatives heterocycles. At present, more than half hundreds millions known collective review devoted achievements Russian chemists this field over last 15–20 years. presents leading heterocyclists representing both RAS institutes university science. It worth noting wide scope review, terms geography author teams, covering whole our large country, diversity research areas. Practically all major types represented review. special attention focused on practical applications design new drugs biologically active compounds, high-energy molecules, materials for organic electronics photovoltaics, ligands coordination chemistry, other rapidly developing advances would not be possible without development fundamental transformations chemistry.<br> Bibliography — 2237 references.

Language: Английский

Citations

37

The green chemistry paradigm in modern organic synthesis DOI
Sergei G. Zlotin, Ksenia S. Egorova, Valentine P. Ananikov

et al.

Russian Chemical Reviews, Journal Year: 2023, Volume and Issue: 92(12), P. RCR5104 - RCR5104

Published: Dec. 1, 2023

After the appearance of green chemistry concept, which was introduced in vocabulary early 1990s, its main statements have been continuously developed and modified. Currently, there are 10–12 cornerstones that should form basis for an ideal chemical process. This review analyzes accumulated experience achievements towards design products processes reduce or eliminate use generation hazardous substances. The presents views leading Russian scientists specializing various fields this subject, including homogeneous heterogeneous catalysis, fine basic organic synthesis, electrochemistry, polymer chemistry, based on bio-renewable feedstocks energetic compounds materials. A new approach to quantitative evaluation environmental friendliness by authors is described. <br> bibliography includes 1761.

Language: Английский

Citations

41

Regioselective electrochemical cascade C–H sulfonylation–bromination of indolizines to access difunctionalized indolizines DOI
Wenxuan Jiang, Xiang Liu, Chuanying Zhu

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(8), P. 2306 - 2312

Published: Jan. 1, 2024

Regioselective electrochemical C–H sulfonylation–bromination between indolizines, sodium sulfinates, and KBr has been established in an undivided cell, which serves as both the brominating agent electrolyte.

Language: Английский

Citations

7

Controlled and Site-Selective C–H/N–H Alkenylation, Dialkenylation, and Dehydrogenative β-Alkenylation of Various N-Heterocycles DOI
Yan Jin,

Suijie Zhong,

Chen Xu

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(7), P. 4840 - 4850

Published: March 19, 2024

Here, we report controlled and site-selective C–H alkenylation dialkenylation of indolizines pyrrolo[1,2-a]quinolines with β-alkoxyvinyl trifluoromethylketones under simple practical conditions. Moreover, this direct strategy can also be extended to imidazo[1,2-a]pyridines. Notably, without a transition metal external oxidant, efficient dehydrogenative β-alkenylation tertiary amines is presented.

Language: Английский

Citations

5

Photoredox Catalysis DOI
Geraint H. M. Davies, Patricia Z. Musacchio, Trevor C. Sherwood

et al.

Elsevier eBooks, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

Language: Английский

Citations

0

The synthesis of O/S-heterocycles starting from β-nitrostyrenes: A recent update DOI
Chunmei Li, Kai Yin, Xiang Zhou

et al.

Tetrahedron, Journal Year: 2023, Volume and Issue: 149, P. 133717 - 133717

Published: Nov. 2, 2023

Language: Английский

Citations

7

Advances in radical peroxidation with hydroperoxides DOI Creative Commons
Oleg V. Bityukov,

Pavel Yu. Serdyuchenko,

Andrey S. Kirillov

et al.

Beilstein Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 20, P. 2959 - 3006

Published: Nov. 18, 2024

Organic peroxides have become sought-after functionalities, particularly following the multi-tone consumption in polymer production and success medicinal chemistry. The selective introduction of a peroxide fragment at different positions on target molecule is priority modern reaction design. pioneering Kharasch-Sosnovsky peroxidation became basic universal platform for development methods, with its great potential rapid generation complexity due to ability couple resulting free radicals wide range partners. This review discusses recent advances radical Kharasch-type functionalization organic molecules OOR including free-component couplings. discussion has been structured by type substrate peroxidation: C(sp

Language: Английский

Citations

2

Iodine‐Promoted Cascade Redox Cyclization to Access 2‐Arylbenzothiazoles Using Elemental Sulfur DOI

Yakkanti Chiranjeevi,

Sujeet Gaware, Rana Chatterjee

et al.

Journal of Heterocyclic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 20, 2024

ABSTRACT A straightforward and efficient method has been developed to access a variety of benzothiazole derivatives via cascade reductive annulation. Iodine mediated, one‐pot three‐component reaction o ‐chloronitroarenes, aryl aldehydes, elemental sulfur effectively produce benzothiazoles. Moreover, the metal‐free strategy allows facile synthesis diverse 2‐substituted benzothiazoles through multiple carbon–heteroatom bonds in good yields. The present protocol features greener approach, readily accessible reagents, broad substrate scope, high product yields, operational simplicity.

Language: Английский

Citations

1

Electrochemically Induced Synthesis of β‐Ketosulfones from Enol Acetates and Sodium Sulfinates DOI

Lada A. Zaikina,

Olga M. Mulina,

Valentina M. Merkulova

et al.

ChemistrySelect, Journal Year: 2024, Volume and Issue: 9(36)

Published: Sept. 1, 2024

Abstract β‐Ketosulfones were synthesized from enol acetates and sodium sulfinates under electrochemical conditions. The starting can act both as the supporting electrolyte source of S‐centered radicals, allowing electrolysis to proceed without external salt. Side reactions acetates’ oxidation are not observed, developed process is quite selective. proposed sulfonylation compatible with a wide range initial sulfinates. On basis literature data, control experiments, CV studies, presumable reaction pathway suggested. key intermediates sulfonyl radical, C‐centered benzylic β‐acetoxy‐β‐hydroxysulfone.

Language: Английский

Citations

1

Selective Syntheses of Unsymmetrical Diaryl Sulfides Enabled by a Sulfur Dioxide Surrogate as a Divalent Sulfur Source and an Activating Agent DOI
Hideyuki Konishi,

Yohei Aoki,

Miyuki Yamaguchi

et al.

ACS Catalysis, Journal Year: 2024, Volume and Issue: unknown, P. 15348 - 15355

Published: Oct. 2, 2024

Language: Английский

Citations

1