Regioselective Oxidative Cross-Coupling Reaction: Synthesis of Imidazo[1,2-a]pyridine Fluorophores

被引：4

作者：

Chu, Xianglong ^{[1
]}

Niu, Yadi ^{[1
]}

Wang, Xiaodong ^{[2
]}

Lin, Yunliang ^{[2
]}

Li, Fuwei ^{[2
]}

Ma, Chen ^{[1
]}

机构：

[1] Shandong Univ, Sch Chem & Chem Engn, Jinan 250100, Peoples R China

[2] Qilu Univ Technol, Shandong Anal & Test Ctr, Shandong Acad Sci, Jinan 250353, Peoples R China

来源：

SYNTHESIS-STUTTGART | 2021年 / 53卷 / 09期

基金：

中国国家自然科学基金;

关键词：

imidazo[1,2-a]pyridines; oxidative C-H/C-H coupling; fluorophores; regioselectivity; palladium; PART; 2; FLUORESCENT; POTENT; LIGANDS; DESIGN; DISCOVERY; ACCESS; CONSTRUCTION; HETEROCYCLES; BIHETEROARYL;

D O I：

10.1055/s-0040-1706000

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A rapid access to a series of N-heteroarene fluorophores has been developed on the basis of the palladium-catalyzed direct oxidative C-H/C-H coupling of imidazo[1,2-a]pyridines with thiophenes/furans. The photophysical properties-structure relationship was systematically investigated. The resulting N-heteroarene fluorophores present colortunable emissions (lambda(em): 431-507 nm in CH2Cl2) and high fluorescence quantum yields (up to 91% in CH2Cl2).

引用

页码：1619 / 1628

页数：10

共 50 条

[41] Copper-Catalyzed Intermolecular Oxidative Cyclization of Haloalkynes: Synthesis of 2-Halo-substituted Imidazo[1,2-a]pyridines, Imidazo[1,2-a]pyrazines and Imidazo[1,2-a]pyrimidines
Gao, Yang
Yin, Meizhou
Wu, Wanqing
Huang, Huawen
Jiang, Huanfeng
ADVANCED SYNTHESIS & CATALYSIS, 2013, 355 (11-12) : 2263 - 2273
[42] DEGRADATION OF COBALOXIMES TO DERIVATIVES OF IMIDAZO[1,2-A]PYRIDINE
ALCOCK, NW
GOLDING, BT
HALL, DR
HORN, U
WATSON, WP
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1975, (04): : 386 - 394
[43] IMIDAZO [1,2-A]PYRIDINE ANTHELMINTIC AND ANTIFUNGAL AGENTS
FISHER, MH
LUSI, A
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1972, : 32 - &
[44] Cu(I)-catalysed oxidative coupling of 2-aminopyridines with β-keto esters: synthesis of imidazo[1,2-a]pyridine-3-carboxylates
Li, Xiaoqing
JOURNAL OF CHEMICAL RESEARCH, 2012, (09) : 525 - 527
[45] SYNTHESIS AND NLO PROPERTIES OF NEW CHROMOPHORES BASED ON IMIDAZO[1,2-A]PYRIDINE
Niziol, J.
Baran, W.
Gondek, E.
Kityk, I. V.
Mendys, A.
Zylewski, M.
Reshak, Ali H.
CHEMICAL ENGINEERING COMMUNICATIONS, 2009, 196 (12) : 1466 - 1474
[46] Synthesis of 3-fluoro-2-(diethoxyphosphoryl)imidazo[1,2-a]pyridine
Aksinenko, Alexei Yu.
Goreva, Tatyana V.
Epishina, Tatyana A.
Sokolov, Vladimir B.
JOURNAL OF FLUORINE CHEMISTRY, 2012, 137 : 105 - 107
[47] Highly Regioselective, Acid-Catalyzed, Three-Component Cascade Reaction for the Synthesis of 2-aminopyridine-Decorated Imidazo[1,2-a]pyridine
He, Qiu-Xing
Liang, Yao-Feng
Xu, Chang
Yao, Xiao-Kun
Cao, Hua
Yao, Hua-Gang
ACS COMBINATORIAL SCIENCE, 2019, 21 (03) : 149 - 153
[48] Efficient synthesis of imidazopyridodiazepines from peri annulation in imidazo[1,2-a]pyridine
Dechambre, C
Chezal, JM
Moreau, E
Estour, F
Combourieu, B
Grassy, G
Gueiffier, A
Enguehard, C
Gaumet, V
Chavignon, O
Teulade, JC
TETRAHEDRON LETTERS, 2002, 43 (50) : 9119 - 9123
[49] Insights into selenylation of imidazo[1,2-a]pyridine: synthesis, structural and antimicrobial evaluation
Kumar, Sanjeev
Sharma, Nidhi
Maurya, Indresh K.
Verma, Ajay
Kumar, Sangit
Bhasin, K. K.
Sharma, Rohit K.
NEW JOURNAL OF CHEMISTRY, 2017, 41 (08) : 2919 - 2926
[50] Fused heterocycles:: Synthesis of some new imidazo[1,2-a]-pyridine derivatives
Kasimogullari, BO
Cesur, Z
MOLECULES, 2004, 9 (10) : 894 - 901

← 1 2 3 4 5 →