Photocatalytic Synthesis of Quinolines via Povarov Reaction under Oxidant-Free Conditions

被引：9

作者：

Su, Long-Long ^{[1
,2
]}

Zheng, Yi-Wen ^{[1
]}

Wang, Wen-Guang ^{[1
]}

Chen, Bin ^{[2
,3
]}

Wei, Xiang-Zhu ^{[2
,3
]}

Wu, Li-Zhu ^{[2
,3
]}

Tung, Chen-Ho ^{[1
,2
,3
]}

机构：

[1] Shandong Univ, Sch Chem & Chem Engn, Key Lab Colloid & Interface Chem, Minist Educ, Jinan 250100, Peoples R China

[2] Chinese Acad Sci, Tech Inst Phys & Chem, Key Lab Photochem Convers & Optoelect Mat, Beijing 100190, Peoples R China

[3] Univ Chinese Acad Sci, Sch Future Technol, Beijing 100049, Peoples R China

来源：

ORGANIC LETTERS | 2022年 / 24卷 / 05期

基金：

中国国家自然科学基金;

关键词：

ONE-POT SYNTHESIS; C-H OXIDATION; SUBSTITUTED QUINOLINES; PHOTOREDOX CATALYSIS; PRIMARY ALCOHOLS; TANDEM REACTION; DERIVATIVES; FUNCTIONALIZATION; CONSTRUCTION; IRRADIATION;

D O I：

10.1021/acs.orglett.1c04287

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We describe here an approach for synthesizing quinolines either from N-alkyl anilines or from anilines and aldehydes. A dual-catalyst system consisting of a photocatalyst and a proton reduction cocatalyst is employed. Without the use of any sacrificial oxidant and under extremely mild conditions, the reactions afford quinolines in excellent yields and produce H-2 as a byproduct.

引用

页码：1180 / 1185

页数：6

共 50 条

[1] Photocatalytic synthesis of 10-phenanthrenols via intramolecular cycloaromatization under oxidant-free conditions
Li, Jun-Li
Niu, Xiaoying
Song, Yi-Fan
Du, Jian-Long
Shen, Shigang
Yang, Xiu-Long
[J]. ORGANIC CHEMISTRY FRONTIERS, 2022, 9 (22): : 6156 - 6164
[2] Photocatalytic synthesis of 10-phenanthrenols via intramolecular cycloaromatization under oxidant-free conditions
Key Laboratory of Chemical Biology of Hebei Province, Key Laboratory of Medicinal Chemistry and Molecular Diagnosis of the Ministry of Education, College of Chemistry and Environmental Science, Hebei University, Baoding
071002, China
不详
071002, China
[J]. Org. Chem. Front., 22 (6156-6164): : 6156 - 6164
[3] Electrochemical synthesis of selenocyanated imidazo[1,5-a]quinolines under metal catalyst-and chemical oxidant-free conditions
Jinjin Zhang
Huiqiao Wang
Yaru Chen
Haiquan Xie
Chenghua Ding
Jiajing Tan
Kun Xu
[J]. Chinese Chemical Letters, 2020, 31 (06) : 1576 - 1579
[4] Electrochemical synthesis of selenocyanated imidazo[1,5-a]quinolines under metal catalyst- and chemical oxidant-free conditions
Zhang, Jinjin
Wang, Huiqiao
Chen, Yaru
Xie, Haiquan
Ding, Chenghua
Tan, Jiajing
Xu, Kun
[J]. CHINESE CHEMICAL LETTERS, 2020, 31 (06) : 1576 - 1579
[5] Synthesis of Quinolines via Friedlander Reaction in Water and under Catalyst-Free Conditions
Shen, Qiang
Wang, Limin
Yu, Jianjun
Liu, Mingtao
Qiu, Jun
Fang, Lei
Guo, Fenglou
Tang, Jun
[J]. SYNTHESIS-STUTTGART, 2012, 44 (03): : 389 - 392
[6] Highly efficient photocatalytic dehydrogenative coupling of amines with supported platinum catalyst under the oxidant-free conditions
Bai, Peng
Yang, Guobao
Sun, Haijing
Tong, Xinli
[J]. GREEN CHEMICAL ENGINEERING, 2022, 3 (04) : 313 - 320
[7] Highly efficient photocatalytic dehydrogenative coupling of amines with supported platinum catalyst under the oxidant-free conditions
Peng Bai
Guobao Yang
Haijing Sun
Xinli Tong
[J]. Green Chemical Engineering, 2022, 3 (04) : 313 - 320
[8] The preparation of difluoromethylated indoles via electrochemical oxidation under catalyst- and oxidant-free conditions
Zhang, Dong
Chang, Wenqiao
Li, Yun
Zhan, Songying
Pan, Junjie
Cai, Shunhui
Li, Na
Yang, Xiaoqin
Fang, Zheng
[J]. ORGANIC & BIOMOLECULAR CHEMISTRY, 2023, 21 (21) : 4440 - 4444
[9] Efficient Synthesis of α-Ketothioamides From α-Nitroketones, Amines or DMF and Elemental Sulfur Under Oxidant-Free Conditions
Zhang, Zhenlei
Yang, Jiusi
Yu, Renjie
Wu, Kairui
Bu, Jiping
Li, Shaoke
Qian, Peng
Sheng, Liangquan
[J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2021, 2021 (37) : 5209 - 5212
[10] Electrochemical, Regioselective, and Stereoselective Synthesis of Allylic Thioethers and Selenoethers under Transition-Metal-Free and Oxidant-Free Conditions
Ucheniya, Kusum
Chouhan, Amreen
Yadav, Lalit
Jat, Pooja Kumari
Badsara, Satpal Singh
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2023, 88 (09): : 6096 - 6107

← 1 2 3 4 5 →