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

[21] Green synthesis of 2-trifluoromethyl quinoline derivatives under metal-free conditions and their antifungal properties
Fan, Liangxin
He, Fangyu
Shi, Lijun
Yang, Guoyu
Pan, Zhenliang
Wang, Miaomiao
Wang, Caixia
Wu, Lulu
Han, Senyu
Guo, Yifang
Xu, Cuilian
JOURNAL OF SAUDI CHEMICAL SOCIETY, 2023, 27 (06)
[22] Recent Advances on Synthesis of Fused Chromeno-Quinoline Heterocycles under Transition Metal-Free Condition
Mal, Sourav
Jana, Manoranjan
CHEMISTRYSELECT, 2022, 7 (06):
[23] Metal-free cross-dehydrogenative coupling of benzimidazoles with aldehydes to N-acylbenzimidazoles
Yu, Lin
Wang, Min
Wang, Lei
TETRAHEDRON, 2014, 70 (35) : 5391 - 5397
[24] Cross-Dehydrogenative Coupling of Dithiolanes with Ketones and Indoles under Metal-Free Conditions
Singh, Kamal Nain
Singh, Paramjit
Singh, Pushpinder
Maheshwary, Yogita
Kessar, Satinder V.
Batra, Aanchal
SYNLETT, 2013, 24 (15) : 1963 - 1967
[25] Transition metal-free ether coupling and hydroamidation enabling the efficient synthesis of congested heterocycles
Hirata, Goki
Shimoharai, Yusuke
Shimada, Taisei
Nishikata, Takashi
CHEMICAL COMMUNICATIONS, 2022, 58 (22) : 3665 - 3668
[26] Synthesis of Tetrahydroisoindolinones via a Metal-Free Dehydrogenative Diels-Alder Reaction
Xu, Wen-Lei
Tang, Lei
Ge, Chen-Yu
Chen, Jie
Zhou, Ling
ADVANCED SYNTHESIS & CATALYSIS, 2019, 361 (10) : 2268 - 2273
[27] Post-Ugi cyclization approach for transition metal-free synthesis of Azetidine derivatives
Yazzaf, Rozita
Sayahi, Mohammad Hosein
Mahdavi, Mohammad
TETRAHEDRON LETTERS, 2025, 158
[28] \ Metal-free domino one-pot protocols for quinoline synthesis
Bharate, Jaideep B.
Vishwakarma, Ram A.
Bharate, Sandip B.
RSC ADVANCES, 2015, 5 (52) : 42020 - 42053
[29] Metal-free oxidative synthesis of benzimidazole compounds by dehydrogenative coupling of diamines and alcohols (vol 20, pg 2852, 2022)
Hu, Jiaming
Li, Mengjia
Wan, Jing
Sun, Jinnan
Gao, Hu
Zhang, Feng
Zhang, Zhibing
ORGANIC & BIOMOLECULAR CHEMISTRY, 2022, 20 (16) : 3413 - 3413
[30] Visible-Light-Mediated Cross Dehydrogenative Coupling of Thiols with Aldehydes: Metal-Free Synthesis of Thioesters at Room Temperature
Roy, Vishal Jyoti
Sen, Partha Pratim
Roy, Sudipta Raha
JOURNAL OF ORGANIC CHEMISTRY, 2021, 86 (23): : 16965 - 16976

← 1 2 3 4 5 →