Recent Advances in the Light-assisted Synthesis of Ring Junction Nitrogen Heterocycles DOI

Periasamy Vinoth Kumar,

Kumar Aravindraj,

Gunabalan Madhumitha

et al.

Current Organic Chemistry, Journal Year: 2023, Volume and Issue: 27(12), P. 997 - 1009

Published: June 1, 2023

Abstract: Nitrogen ring junction heterocycles play a crucial role in synthetic organic chemistry due to their remarkable activity. The fused nitrogen compounds are abundant nature; they have excellent biological activity and used against various health issues. To make selective products from the heterocycles, expensive chemicals catalysts, like transition metal complexes composites, required. neglect drawbacks of conventional synthesis methods long reaction times, by-product formation, lower selectivity, low yields, an alternative nonconventional light-mediated techniques can be opted for. light source uses radical mechanism that reduces provides regio-selective product, increases yield, decreases time, is cost-effective, does not require special catalysts or chemicals. There variety sources, viz., UV, visible, IR, laser, X-ray. visible light, white, green, blue LED sources widely photochemical method. This review emphasizes nitrogen-ring heterocyclic compounds.

Language: Английский

Oxygen-vacancy-boosted visible light driven photocatalytic oxidative dehydrogenation of saturated N-heterocycles over Nb2O5 nanorods DOI

Yinpan Zhang,

Tao Song, Xin Zhou

et al.

Applied Catalysis B Environment and Energy, Journal Year: 2022, Volume and Issue: 316, P. 121622 - 121622

Published: June 11, 2022

Language: Английский

Citations

44

The design of PINO-like hydrogen-atom-transfer catalysts DOI
Cheng Yang, Sahil Arora, Stephen Maldonado

et al.

Nature Reviews Chemistry, Journal Year: 2023, Volume and Issue: 7(9), P. 653 - 666

Published: July 18, 2023

Language: Английский

Citations

29

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

B(C6F5)3-Catalyzed Dehydrogenation of Pyrrolidines to Form Pyrroles DOI Creative Commons

Ana Alvarez-Montoya,

Joseph P. Gillions,

Laura Winfrey

et al.

ACS Catalysis, Journal Year: 2024, Volume and Issue: 14(7), P. 4856 - 4864

Published: March 18, 2024

Pyrroles are important N-heterocycles found in medicines and materials. The formation of pyrroles from widely accessible pyrrolidines is a potentially attractive strategy but an underdeveloped approach due to the sensitivity oxidative conditions required achieve such transformation. Herein, we report catalytic that employs commercially available B(C6F5)3 operationally simple procedure allows serve as direct synthons for pyrroles. Mechanistic studies have revealed insights into borane-catalyzed dehydrogenative processes.

Language: Английский

Citations

12

Visible-light-driven synthesis of indoles via aerobic oxidative dehydrogenation at room temperature DOI
Zhidong Wang,

Guiqiang Fei,

Sanshan Shi

et al.

Molecular Catalysis, Journal Year: 2024, Volume and Issue: 564, P. 114334 - 114334

Published: June 27, 2024

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

Cu(I) Complexes Catalyzed the Dehydrogenation of N-Heterocycles DOI
Yangyang Shen,

Fei Chen,

Zhi‐Hong Du

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(7), P. 4530 - 4537

Published: March 14, 2024

A copper-catalyzed method for the dehydrogenation of various nitrogen-containing heterocycles to furnish quinolines and indoles has been developed. range 1,2,3,4-tetrahydroquinolines underwent by employing 2 mol % copper complex Cat 3 as a catalyst using O2 an oxidant at 120 °C in 1,2-dichlorobenzene afford desired quinolines. The enables variety indolines presence 2, 10 TEMPO additive under room temperature tetrahydrofuran high yields. Mechanistic studies suggested that dehydrogenative activity is ascribed formation copper(II) active species from copper(I) complexes oxidized O2, which was proved high-resolution mass spectrometry (HRMS). reaction proceeds via superoxide radical anion (·O2–) electron paramagnetic resonance (EPR) spectrometry. In situ infrared spectroscopy revealed dihydroquinoline intermediate formed 1,2,3,4-tetrahydroquinolines.

Language: Английский

Citations

5

Recent advances on non-precious metal-catalyzed C–H functionalization of N-heteroarenes DOI
Atanu Bera, Lalit Mohan Kabadwal, Sourajit Bera

et al.

Chemical Communications, Journal Year: 2021, Volume and Issue: 58(1), P. 10 - 28

Published: Nov. 18, 2021

N-Heteroarenes are widely used for numerous medicinal applications, lifesaving drugs and show utmost importance as intermediates in chemical synthesis. This feature article highlights the recent advances, from 2015 to August 2021, on sp2 sp3 C-H bond functionalization reactions of various N-heteroarenes catalyzed by non-precious transition metals (Mn, Co, Fe, Ni, etc.). The salient features report are: (i) development newer catalysis Csp2-H activation categorized into alkylation, alkenylation, borylation, cyanation, annulation reactions, (ii) advances Csp3-H considering approaches alkylation well alkenylation processes, (iii) synthetic applications practical utility catalytic protocols utilized late-stage drug development; (iv) scope along with mechanistic studies detail findings important processes.

Language: Английский

Citations

27

Transition-Metal-Catalyzed Remote C–H Bond Functionalization of Cyclic Amines DOI Creative Commons
Weijie Chen, Xiaoyu Yang, Xi Cao

et al.

SynOpen, Journal Year: 2022, Volume and Issue: 06(04), P. 286 - 305

Published: Aug. 24, 2022

Abstract C–H bond functionalization is one of the most effective strategies for rapid synthesis cyclic amines containing substituents on ring, which are core structures many bioactive molecules. However, it much more challenging to perform this strategy remote bonds compared α-C–H amines. This graphical review aims provide a concise overview transition-metal-catalyzed methods Examples categorized and demonstrated according mechanistic pathways that initiate reactions amine substrates. Where relevant, selected substrate scope detailed reaction mechanisms given.

Language: Английский

Citations

19

Alkali-amide controlled selective synthesis of 7-azaindole and 7-azaindoline through domino reactions of 2-fluoro-3-methylpyridine and aldehydes DOI
Xinyu Xu,

Mingjie Ou,

Yan‐En Wang

et al.

Organic Chemistry Frontiers, Journal Year: 2022, Volume and Issue: 9(9), P. 2541 - 2548

Published: Jan. 1, 2022

An alkali counterion controlled chemoselective synthesis of 7-azaindole and 7-azaindoline has been demonstrated.

Language: Английский

Citations

18