AN EFFICIENT SYNTHESIS OF FUNCTIONALIZED CHROMENO[4,3-d]PYRAZOLO[3,4-b]PYRIDINE DERIVATIVES

被引：2

作者：

Lin, Wei ^{[1
]}

Zheng, Yongxiang ^{[2
]}

Wang, Yazhen ^{[1
]}

Shi, Daqing ^{[2
]}

机构：

[1] Jiangsu Technol Univ, Sch Chem & Environm Engn, Changzhou 213001, Peoples R China

[2] Soochow Univ, Coll Chemistrya Chem Engn & Mat Sci, Suzhou 215123, Peoples R China

来源：

HETEROCYCLES | 2016年 / 92卷 / 12期

基金：

中国国家自然科学基金;

关键词：

ONE-POT SYNTHESIS; FLUORESCENCE PROPERTIES; SWITCHING PROPERTIES; COUMARINS; DIFFERENTIATION; CELLS; ACID;

D O I：

10.3987/COM-16-13567

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of functionalized chromeno[4,3-d]pyrazolo[3,4-b]pyridine derivatives were synthesized via one-pot three-component reaction of salicylaldehydes, 4-hydroxy-6-methyl-2H-pyran-2-one and pyrazol-5-amines catalyzed by L-proline and CuSO4 in ethanol. The structures of all synthesized were identified by their IR, H-1 NMR, C-13 NMR and HRMS analyses, and the structure of compound 4h was confirmed by X-ray diffraction analysis.

引用

页码：2235 / 2243

页数：9

共 50 条

[41] Heteroannulation of chromene derivatives. Synthesis of chromeno[4,3-e] indazolone, chromeno[4,3-f]quinazoline and pyrano[3,2-c]chromene derivatives
Mahmoud, Mahmoud R.
El-Bassiouny, Fakhry A.
Azab, Mohamed E.
El-Kady, Mohamed Y.
Rashed, Hesham M.
JOURNAL OF CHEMICAL RESEARCH, 2009, (01) : 41 - 45
[42] Convenient synthesis of functionalized pyrrolo[3,4-b]pyridines and pyrrolo[3,4-b]quinolines via three-component reactions
Jiang, Yan-Hong
Xiao, Man
Yan, Chao-Guo
RSC ADVANCES, 2016, 6 (42) : 35609 - 35616
[43] Cyanoacetanilide intermediates in heterocyclic synthesis. Part 7: preparation of some spiro[indoline-3,4′-pyridine] and chromeno[3,4-c]pyridine derivatives
Ammar, Yossry A.
Ali, Mohsan M.
Mohamed, Yahia A.
Thabet, Hamdy Khamees
El-Gaby, Mohamed S. A.
HETEROCYCLIC COMMUNICATIONS, 2013, 19 (03) : 195 - 200
[44] L-Proline-catalyzed three-component domino reactions for the synthesis of highly functionalized pyrazolo[3,4-b]pyridines
Gunasekaran, Pethaiah
Prasanna, Pitchaimani
Perumal, Subbu
TETRAHEDRON LETTERS, 2014, 55 (02) : 329 - 332
[45] N-Heterocyclic-Carbene-Catalyzed Stereoselective Annulations: An Efficient Strategy for the Synthesis of Chromeno[4,3-b]pyrrolidine Derivatives
Qi, Jing
Duan, Xiao-Yong
Cao, Li-Li
Wang, Wen-Ying
ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2015, 4 (11) : 1254 - 1257
[46] Practical Synthesis of Functionalized Chromeno[3,4-c]pyridine Derivatives via a CuCl2-Catalyzed Tandem Reaction of the Blaise Reaction Intermediates and 3-Cyanocoumarins
Fan, Yangyang
Zheng, Lei
Yang, Zhaohai
Li, Jian-Jun
Chen, Zhiwei
SYNLETT, 2018, 29 (07) : 959 - 963
[47] Green metal-free synthesis of spiro-fused 3,4-pyrazolo[4,3:5,6]pyrido[2,3-d]pyrimidine derivatives via deamination cyclization reactions in aqueous medium
Dai, Lei
Mao, Kaimin
Pan, Zhengbing
Rong, Liangce
RESEARCH ON CHEMICAL INTERMEDIATES, 2019, 45 (02) : 769 - 788
[48] Unexpected formation of 4,5-dihydro-1H-pyrazolo[3,4-b]pyridine derivatives as a potent antitubercular agent and its evaluation by green chemistry metrics
Jamale, D. K.
Vibhute, S. S.
Undare, S. S.
Valekar, N. J.
Patil, K. T.
Warekar, P. P.
Patil, P. T.
Kolekar, G. B.
Anbhule, P. V.
SYNTHETIC COMMUNICATIONS, 2018, 48 (21) : 2750 - 2760
[49] Synthesis, characterization and in vitro antimicrobial activity of novel fused pyrazolo[3,4-c] pyridazine, pyrazolo[3,4-d] pyrimidine, thieno[3,2-c] pyrazole and pyrazolo[ 3′, 4′:4,5] thieno[2,3-d] pyrimidine derivatives
Reheim, Mohamed A. M. Abdel
Baker, Safaa M.
CHEMISTRY CENTRAL JOURNAL, 2017, 11
[50] Three-Component Synthesis of Oxazolo[3,4-b]quinoline Derivatives
Tong, Guangjin
Fan, Wei
Jiang, Bo
CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2013, 33 (12) : 2578 - 2582

← 1 2 3 4 5 →