Catalytic asymmetric synthesis of 1,2-diamines DOI Creative Commons
Francisco Foubelo, Carmén Nájera, María de Gracia Retamosa

et al.

Chemical Society Reviews, Journal Year: 2024, Volume and Issue: 53(15), P. 7983 - 8085

Published: Jan. 1, 2024

The asymmetric catalytic synthesis of 1,2-diamines has received considerable interest, due to their presence in biologically active compounds and applications for the development synthetic building blocks, chiral ligands organocatalysts.

Language: Английский

Recent advances in acyl radical enabled reactions between aldehydes and alkenes DOI
Yilin Liu,

Yuejun Ouyang,

Hongxing Zheng

et al.

Chemical Communications, Journal Year: 2021, Volume and Issue: 57(50), P. 6111 - 6120

Published: Jan. 1, 2021

Acyl radical enabled reactions between aldehydes and alkenes.

Language: Английский

Citations

67
The advent of electrophilic hydroxylamine-derived reagents for the direct preparation of unprotected amines DOI Creative Commons
Valentina C. M. Gasser, Szabolcs Makai, Bill Morandi

et al.

Chemical Communications, Journal Year: 2022, Volume and Issue: 58(72), P. 9991 - 10003

Published: Jan. 1, 2022

Electrophilic aminating reagents have seen a renaissance in recent years as effective nitrogen sources for the synthesis of unprotected amino functionalities.

Language: Английский

Citations

58
Transition-metal-free three-component acetalation-pyridylation of alkenes via photoredox catalysis DOI
Chunhua Ma, Yu Ji, Jie Zhao

et al.

CHINESE JOURNAL OF CATALYSIS (CHINESE VERSION), Journal Year: 2022, Volume and Issue: 43(3), P. 571 - 583

Published: Feb. 2, 2022

Language: Английский

Citations

46
Catalytic Enantioselective Aminative Difunctionalization of Alkenes DOI
Nan Huang, Jie Luo, Lihao Liao

et al.

Journal of the American Chemical Society, Journal Year: 2024, Volume and Issue: 146(10), P. 7029 - 7038

Published: March 1, 2024

Enantioselective difunctionalization of alkenes offers a straightforward means for the rapid construction enantioenriched complex molecules. Despite tremendous efforts devoted to this field, enantioselective aminative remains challenge, particularly through an electrophilic addition fashion. Herein, we report unprecedented approach via copper-catalyzed with external azo compounds as nitrogen sources. A series valuable cyclic hydrazine derivatives either [3 + 2] cycloaddition or intramolecular cyclization have been achieved in high chemo-, regio-, enantio-, and diastereoselectivities. In transformation, wide range functional groups, such carboxylic acid, hydroxy, amide, sulfonamide, aryl could serve nucleophiles. Importantly, new cyano oxazoline chiral ligand was found play crucial role control enantioselectivity.

Language: Английский

Citations

12
Rhodium-Catalyzed Difunctionalization of Alkenes Using Cyclic 1,3-Dicarbonyl-Derived Iodonium Ylides DOI
Zhenwei Zhang,

Borong Su,

Jiajun Gong

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(9), P. 1886 - 1890

Published: Feb. 28, 2024

Herein, we introduce an iodonium ylide strategy to achieve novel α-alkylation of cyclic 1,3-dicarbonyls through harnessing C(sp3)–Rh species generated from 5-exo-trig cyclization provide rapid access molecular hybridization medically important isoindolin-1-ones and readily available substrates. This approach features mild conditions, good yield, excellent functional group tolerance, the simultaneous formation two new chemical bonds one stereogenic center. Moreover, hydroxyl resulting product provides a handle for downstream transformations. Importantly, also demonstrate this can be achieved in one-pot manner. A complex was prepared proved key intermediate.

Language: Английский

Citations

10
Copper-Catalyzed Selective Amino-alkoxycarbonylation of Unactivated Alkenes with CO DOI Creative Commons

Si‐Shun Yan,

Ralf Jackstell, Matthias Beller

et al.

Journal of the American Chemical Society, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 17, 2025

1,2-Amino-difunctionalization reactions of alkenes allow the efficient introduction different functional groups and rapid construction valuable functionalized amines. In this respect, we report a copper-catalyzed 1,2-amino-alkoxycarbonylation unactivated with CO alkylamine precursors in presence Lewis acid additive. The novel protocol allows direct access to β-amino derivatives from easily available starting materials. presented methods feature high chemo- regioselectivities, good group tolerance, substrate scope including diverse bioactive compounds drug-like molecules. Mechanistic studies indicate that additive is key realizing umpolung addition nucleophilic aminyl radicals electron-rich alkenes, which represents an elegant activation strategy for radicals.

Language: Английский

Citations

2
A novel two-step modification of TiO2 nanoparticles for PAN fibers with enhanced mechanical strength, UV shielding and antibacterial properties DOI
Yiqing Zhang, Jiayi Fu,

Yu Yan

et al.

Applied Surface Science, Journal Year: 2025, Volume and Issue: unknown, P. 163156 - 163156

Published: April 1, 2025

Language: Английский

Citations

2
Recent Advances in Mono‐ and Difunctionalization of Unactivated Olefins DOI

Monak Patel,

Bhargav Desai, Aakash Sheth

et al.

Asian Journal of Organic Chemistry, Journal Year: 2021, Volume and Issue: 10(12), P. 3201 - 3232

Published: Nov. 5, 2021

Abstract Olefins are synthetically useful building blocks in modern organic synthesis. Direct functionalization of olefins; represent one the most explored transformations synthetic chemistry due to their easy availability and reactivity towards large number reactants affording diverse range compounds. In recent times, development new protocols for olefins is a growing realm. A plethora olefin methodologies have been reported literature through ionic free radical mechanisms including single electron transfer (SET) last two decades. This review gives an overview mono‐ difunctionalization unactivated olefins, with emphasis on mechanistic details.

Language: Английский

Citations

52
A Counterion/Ligand-Tuned Chemo- and Enantioselective Copper-Catalyzed Intermolecular Radical 1,2-Carboamination of Alkenes DOI

Xian-Yan Cheng,

Yufeng Zhang, Jiahuan Wang

et al.

Journal of the American Chemical Society, Journal Year: 2022, Volume and Issue: 144(39), P. 18081 - 18089

Published: Sept. 26, 2022

The copper-catalyzed enantioselective intermolecular radical 1,2-carboamination of alkenes with readily accessible alkyl halides is an appealing strategy for producing chiral amine scaffolds. challenge arises from the easily occurring atom transfer addition between and issue enantiocontrol. We herein describe a alkene sulfoximines in highly chemo- manner. key to success this process conceptual design counterion/highly sterically demanded ligand coeffect promote exchange copper(I) forge C–N bonds radicals copper(II) complex. reaction covers bearing distinct electronic properties, such as aryl-, heteroaryl-, carbonyl-, aminocarbonyl-substituted ones, various precursors, including chlorides, bromides, iodides, CF3 source. Facile transformations deliver many building blocks interest organic synthesis related areas.

Language: Английский

Citations

34
Recent Advances in 1,2‐Amino(hetero)arylation of Alkenes DOI

Yungeun Kwon,

Qiu Wang

Chemistry - An Asian Journal, Journal Year: 2022, Volume and Issue: 17(12)

Published: April 23, 2022

Alkene amino(hetero)arylation presents a highly efficient and straightforward strategy for direct installation of amino groups heteroaryl rings across double bond simultaneously. An extensive array practical transformations has been developed via alkene difunctionalization approach to access broad range medicinally valuable (hetero)arylethylamine motifs. This review recent progress in 1,2-amino(hetero)arylation alkenes organized three different modes. First, intramolecular employing C, N-tethered will be introduced. Next, two-component reactions discussed with combination precursors, external aryl precursor, C-tethered amine or reagents, alkenes. Last, three-component intermolecular covered.

Language: Английский

Citations

33