Harnessing Electricity in Dehydrogenative Coupling: Transition Metal-Free Synthesis of Quinoline Derivatives

被引：0

作者：

Vageesh, M. ^{[1
]}

Anand, Abhijeet ^{[1
]}

Panja, Subir ^{[2
]}

Dey, Raju ^{[1
]}

机构：

[1] Natl Inst Technol Calicut, Dept Chem, Kozhikode 673601, Kerala, India

[2] Indian Inst Technol, Dept Chem, Mumbai 400076, India

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2025年

关键词：

alcohol dehydrogenation; aryl/alkyl quinolines; electrolysis; room temperature; transition metal-free; CATALYZED ALPHA-ALKYLATION; GAMMA-AMINO-ALCOHOLS; KETONES; H-2; ACCESS;

D O I：

10.1002/ejoc.202500316

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient strategy is demonstrated for the electrocatalytic synthesis of 2-aryl quinoline derivatives via an anodic dehydrogenation of 2-aminobenzyl alcohol molecules followed by condensation with carbonyl compounds at room temperature. The current protocol requires only electricity as the green oxidant, provides the desired products in good to excellent yield, and is compatible with a wide range of functional groups.

引用

页数：6

共 50 条

[41] Transition metal-free Suzuki type cross-coupling reaction for the synthesis of dissymmetric ketones
Jadhav, Sanjay
Rashinkar, Gajanan
Salunkhe, Rajashri
Kumbhar, Arjun
TETRAHEDRON LETTERS, 2017, 58 (33) : 3201 - 3204
[42] Efficient domino synthesis of benzimidazole derivatives: copper catalysis versus transition metal-free conditions
Liu, Haiquan
Tang, Jiaming
Jiang, Liu
Zheng, Tingting
Wang, Xiaoxia
Lv, Xin
TETRAHEDRON LETTERS, 2015, 56 (13) : 1624 - 1630
[43] Easy Access to Fused Tricyclic Quinoline Derivatives through Metal-Free Electrocatalytic [4
Ghosh, Sayan
Mallick, Samrat
Karolly, Devika
De Sarkar, Suman
ACS ORGANIC & INORGANIC AU, 2024, 4 (05): : 492 - 497
[44] Metal-Free Synthesis of Phenol-Aryl Selenides via Dehydrogenative C-Se Coupling of Aryl Selenoxides with Phenols
Liu, Zhengfen
Jiang, Yonggang
Liu, Chunxiang
Zhang, Linlin
Wang, Jing
Li, Tiantian
Zhang, Hongbin
Li, Minyan
Yang, Xiaodong
JOURNAL OF ORGANIC CHEMISTRY, 2020, 85 (11): : 7386 - 7398
[45] Synthesis of C60-Fused Tetrahydrocarbazole/Dibenzothiophene/Benzothiophene and Dibenzofuran Derivatives via Metal-Free Oxidative Dehydrogenative Carboannulation
Liu, Tong-Xin
Ma, Jinliang
Chao, Di
Zhang, Pengling
Ma, Nana
Liu, Qingfeng
Shi, Lei
Zhang, Zhiguo
Zhang, Guisheng
ORGANIC LETTERS, 2016, 18 (16) : 4044 - 4047
[46] Anodic coupling of imine with nitrile: Transition-metal-free synthesis of quinazoline derivatives
Hung, Hsuheng
Huang, Yungtzung
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2017, 253
[47] Transition metal-free cross-coupling of furan ring with haloacetylenes
Sobenina, Lyubov N.
Tomilin, Denis N.
Gotsko, Maxim D.
Ushakov, Igor A.
Trofimov, Boris A.
TETRAHEDRON, 2018, 74 (13) : 1565 - 1570
[48] Facile synthesis of propargylamines by metal-free doubly decarboxylative coupling
Hu, Junduo
Shi, Xiaofan
Huang, Liliang
Zhang, Rongkang
Feng, Huangdi
RSC SUSTAINABILITY, 2024, 2 (09): : 2626 - 2631
[49] Metal-free oxidative cross-coupling enabled practical synthesis of atropisomeric QUINOL and its derivatives
Peng-Ying Jiang
Kai-Fang Fan
Shaoyu Li
Shao-Hua Xiang
Bin Tan
Nature Communications, 12
[50] Metal-free oxidative cross-coupling enabled practical synthesis of atropisomeric QUINOL and its derivatives
Jiang, Peng-Ying
Fan, Kai-Fang
Li, Shaoyu
Xiang, Shao-Hua
Tan, Bin
NATURE COMMUNICATIONS, 2021, 12 (01)

← 1 2 3 4 5 →