Divergent g-C3N4-catalyzed Reactions of Quinoxalin-2(1H)-ones with N-Aryl Glycines under Visible Light: Solvent-Controlled Hydroaminomethylation and Annulation DOI
Ya‐Feng Si, Xiaolan Chen, Xiaoyang Fu

et al.

ACS Sustainable Chemistry & Engineering, Journal Year: 2020, Volume and Issue: unknown

Published: July 16, 2020

An effective and simple visible light-induced heterogeneous g-C3N4-catalyzed decarboxylative reaction of quinoxalin-2(1H)-ones with N-aryl glycines was developed. When the performed in DMSO/H2O EtOH, products dihydroquinoxalin-2(1H)-ones tetrahydroimidazo[1,5-a]quinoxalin-4(5H)-ones were unprecedentedly obtained good yields, respectively. This solvent-dependent system offers advantages, including easy operation, short time, high chemoselectivity, a recyclable catalyst, metal-/base-/oxidant-free, mild conditions.

Language: Английский

Acyl Radicals from α-Keto Acids: Metal-Free Visible-Light-Promoted Acylation of Heterocycles DOI
Hu-Lin Zhu,

Fan‐Lin Zeng,

Xiaolan Chen

et al.

Organic Letters, Journal Year: 2021, Volume and Issue: 23(8), P. 2976 - 2980

Published: March 29, 2021

A general and metal-free visible-light-induced decarboxylative arylation procedure at room temperature was described for the construction of acylated heterocyclic derivatives, such as benzimidazo/indolo[2,1-a]isoquinolin-6(5H)-ones, aroylazaspiro[4.5]trienones, thioflavones, so on. This practical conducted by using 2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile (4CzIPN) a photocatalyst under mild conditions, which avoided use an additional base, traditional heating, metal reagents.

Language: Английский

Citations

123

Promising reagents for difluoroalkylation DOI Open Access

Dao‐Qing Dong,

Huan Yang,

Jun-Lian Shi

et al.

Organic Chemistry Frontiers, Journal Year: 2020, Volume and Issue: 7(17), P. 2538 - 2575

Published: Jan. 1, 2020

This review describes recent advances in difluoroalkylation reactions using different substrates.

Language: Английский

Citations

120

Nitriles as radical acceptors in radical cascade reactions DOI
Kai Sun, Qi‐Yan Lv, Ying‐Wu Lin

et al.

Organic Chemistry Frontiers, Journal Year: 2020, Volume and Issue: 8(3), P. 445 - 465

Published: Oct. 26, 2020

The application of the cyano group as a radical acceptor in cascade reactions for construction various important heterocycles and carbocycles was summarized.

Language: Английский

Citations

97

Recent Progress in Sulfonylation via Radical Reaction with Sodium Sulfinates, Sulfinic Acids, Sulfonyl Chlorides or Sulfonyl Hydrazides DOI

Dao‐Qing Dong,

Qing‐Qing Han,

Shaohui Yang

et al.

ChemistrySelect, Journal Year: 2020, Volume and Issue: 5(42), P. 13103 - 13134

Published: Nov. 13, 2020

Abstract Sodium sulfinates, sulfinic acids, sulfonyl chlorides and hydrazides as readily available efficient sulfonylation reagents have been extensively explored in recent years. Sulfonyl radical can be generated from these via different methods, then the could react with various substrates pathways to afford corresponding products. In this review, we will summarize progress reaction using sodium three terms of reagents, classify reactions into four types: 1. Sulfonylation sulfinates. 2. acid. 3. chlorides. 4. hydrazides.

Language: Английский

Citations

94

Ethylene Glycol: A Green Solvent for Visible Light‐Promoted Aerobic Transition Metal‐Free Cascade Sulfonation/Cyclization Reaction DOI

Yuqin Jiang,

Jing Li,

Zhi‐Wen Feng

et al.

Advanced Synthesis & Catalysis, Journal Year: 2020, Volume and Issue: 362(13), P. 2609 - 2614

Published: May 1, 2020

Abstract With ethylene glycol as a green solvent, general transition metal‐free photocatalytic system using 9‐mesityl‐10‐methylacridinium perchlorate (Acr + −Mes ⋅ ClO 4 − ) catalyst was developed for the synthesis of sulfone‐containing heterocycles including thioflavones, oxindoles, and quinoline‐2,4(1 H ,3 )‐diones through cascade sulfonation/cyclization reactions under irradiation blue light at room temperature. magnified image

Language: Английский

Citations

78

Recent advances in the diversification of chromones and flavones by direct C H bond activation or functionalization DOI

Shanghui Tian,

Tian Luo,

Yanping Zhu

et al.

Chinese Chemical Letters, Journal Year: 2020, Volume and Issue: 31(12), P. 3073 - 3082

Published: July 26, 2020

Language: Английский

Citations

56

Toward C2-nitrogenated chromones by copper-catalyzed β-C(sp2)–H N-heteroarylation of enaminones DOI

Tian Luo,

Jie‐Ping Wan, Yunyun Liu

et al.

Organic Chemistry Frontiers, Journal Year: 2020, Volume and Issue: 7(9), P. 1107 - 1112

Published: Jan. 1, 2020

The synthesis of C2-nitrogenated chromones has been performed via reactions enaminones and nitrogen nucleophiles based on an unconventional β-C–H bond functionalization a featured chromone annulation enaminones.

Language: Английский

Citations

53

NHC-Catalyzed Synthesis of α-Sulfonyl Ketones via Radical-Mediated Sulfonyl Methylation of Aldehydes DOI
Chaolei Liu, Liang Zheng,

Ayisenbati Jialingbieke

et al.

Organic Letters, Journal Year: 2023, Volume and Issue: 25(15), P. 2657 - 2662

Published: April 11, 2023

An N-heterocyclic carbene (NHC)-catalyzed facile assembly of α-sulfonyl ketones has been successfully developed through a radical-mediated sulfonyl methylation readily available aldehydes. This protocol involves the effective single-electron transfer reduction α-iodosulfones by NHC-bound Breslow intermediates, thus allowing subsequent radical-radical coupling to afford target compounds. Moreover, catalytic system was found be equally for difunctionalization styrenes and 1,3-enynes via three-component radical relay process.

Language: Английский

Citations

18

Radical Acylation of Alkenes by NHC‐Organocatalysis DOI Open Access
Qian Tang, Ding Du, Jian Gao

et al.

European Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 26(48)

Published: Oct. 11, 2023

Abstract N ‐Heterocyclic carbene (NHC) catalyzed radical‐radical reactions have been proven to be powerful strategies for assembling ketyl‐containing compounds via single electron transfer (SET) pathway under either thermal conditions or photoredox conditions. In this context, acylation of alkenes radical relay NHC‐organocatalysis has also opened a new window the difunctionalization construct valuable molecules in organic synthesis. review, advances and progress were summarized according different ways generation key NHC‐bound ketyl‐type radicals. Furthermore, reaction scopes, limitations mechanisms discussed based on types catalytic systems. Conclusions perspectives put forward at end.

Language: Английский

Citations

17

New-generation ketoxime ester-type photoinitiator model molecules: Improving photoactivity by introducing o-allyloxy group DOI
Wen Liao,

Ming Jin

Progress in Organic Coatings, Journal Year: 2024, Volume and Issue: 189, P. 108290 - 108290

Published: Jan. 31, 2024

Language: Английский

Citations

6