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

被引：8

作者：

Dai, Lei ^{[1
]}

Mao, Kaimin ^{[1
]}

Pan, Zhengbing ^{[1
]}

Rong, Liangce ^{[1
]}

机构：

[1] Jiangsu Normal Univ, Sch Chem & Mat Sci, Jiangsu Key Lab Green Synthet Chem Funct Mat, Xuzhou 221116, Jiangsu, Peoples R China

来源：

RESEARCH ON CHEMICAL INTERMEDIATES | 2019年 / 45卷 / 02期

基金：

中国国家自然科学基金;

关键词：

Pyrazolo[4 ' 3 ':5,6]pyrido[2,3-d] pyrimidine; Green synthesis; Deamination reaction; Aqueous medium; Spiro compound; ONE-POT SYNTHESIS; 3-COMPONENT REACTION; EFFICIENT SYNTHESIS; CATALYST; SPIROOXINDOLE; INHIBITORS; HETEROCYCLES; DISCOVERY; ACID; NANOPARTICLES;

D O I：

10.1007/s11164-018-3642-3

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A green metal-free synthesis of spiro-fused 3,4-pyrazolo[4,3:5,6]pyrido[2,3-d]pyrimidine derivatives via deamination cyclization reactions of isatins, substituted 1H-pyrazol-5-amine, and 6-aminopyrimidine-2,4(1H,3H)-dione or 6-amino-1,3-dimethylpyrimidine-2,4(1H,3H)-dione in aqueous medium is reported. This is an efficient route for synthesis of the target products by deamination cyclization reaction. The other advantages of this process are high yield, easy separation, wide substrate range, and environmental friendliness.

引用

页码：769 / 788

页数：20

共 50 条

[21] A Quick, Simple and Clean Synthesis of Spiro (indoline-3,4′-pyrazolo[4′,3′:5,6]pyrido[2,3-d]pyrimidines) in Water through a Novel One-Pot Multicomponent Reaction
Kalita, Subarna Jyoti
Das, Bidyut
Deka, Dibakar Chandra
CHEMISTRYSELECT, 2017, 2 (20): : 5701 - 5706
[22] A green synthesis of 1,7-dihydrodipyrazolo[3,4-b:4′,3′-e]pyridin-3(2H)-one derivatives from deamination cyclization reactions in aqueous medium
Hui Xu
Lei Li
Zhansheng Wang
Junhua Xi
Liangce Rong
Research on Chemical Intermediates, 2018, 44 : 3211 - 3226
[23] Copper Immobilized on Modified LDHs as a Novel Efficient Catalytic System for Three-Component Synthesis of Pyrano[2,3-d]pyrimidine and pyrazolo[4′,3′:5,6]pyrano[2,3-d]pyrimidine Derivatives
Momeni, Sarieh
Ghorbani-Vaghei, Ramin
ACS OMEGA, 2024, 9 (09): : 10332 - 10342
[24] Solvent-free microwave-assisted synthesis of novel pyrazolo[4′,3′:5,6]pyrido[2,3-d]pyrimidines with potential antifungal activity
Acosta, Paola
Insuasty, Braulio
Ortiz, Alejandro
Abonia, Rodrigo
Sortino, Maximiliano
Zacchino, Susana A.
Quiroga, Jairo
ARABIAN JOURNAL OF CHEMISTRY, 2016, 9 (03) : 481 - 492
[25] The catalyst-free syntheses of pyrazolo[3,4-b]quinolin-5-one and pyrazolo[4',3':5,6]pyrido[2,3-d]pyrimidin-5,7-dione derivatives by one-pot, three-component reactions
Ezzati, Mahnaz
Khalafy, Jabbar
Marjani, Ahmad Poursattar
Prager, Rolf H.
TETRAHEDRON, 2017, 73 (47) : 6587 - 6596
[26] A Catalyst-Free Aqueous Synthesis of 2-Amino-7,9-dihydrothieno[3,2:5,6]pyrido[2,3-d]pyrimidine-4,6(3H,5H)-dione Derivatives
Yao, Changsheng
Lu, Ting
Yu, Chenxia
Wang, Xiangshan
Li, Tuanjie
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2014, 51 : E163 - E166
[27] SYNTHESIS AND BIOLOGICAL EVALUATION OF SOME SUBSTITUTED PYRIDO [3′,2′: 4,5] FURO [2,3-d] PYRIMIDINE DERIVATIVES
Godhani, D. R.
Kaila, B. K.
Sanghani, A. M.
Dobariya, P. B.
INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY, 2013, 22 (03) : 253 - 258
[28] Innovative Green Synthesis of 4-Aryl-Pyrazolo[5,6]Pyrano [2,3-d]Pyrimidines under Catalyst-Free Conditions
Ramesh, Rathinam
Tamilselvi, Velmurugan
Vadivel, Pullar
Lalitha, Appaswami
POLYCYCLIC AROMATIC COMPOUNDS, 2020, 40 (03) : 811 - 823
[29] α-ZrP: A Highly Efficient Catalyst for Solvent-free Synthesis of Pyrimido[5′,4′:5,6]pyrido[2,3-d]pyrimidinetetraone and 4-Arylacridinedione Derivatives
Abdolmohammadi, Shahrzad
LETTERS IN ORGANIC CHEMISTRY, 2014, 11 (06) : 465 - 469
[30] An Efficient One-pot Synthesis of Novel Spiro Cyclic 2-Oxindole Derivatives of Pyrimido[4,5-b]Quinoline, Pyrido[2,3-d:6,5-d′]Dipyrimidine and Indeno[2′,1′:5,6]Pyrido [2,3-d]Pyrimidine in Water
Abdelmoniem, Amr Mohamed
Hassaneen, Huwaida M. E.
Abdelhamid, Ismail Abdelshafy
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2016, 53 (06) : 2084 - 2090

← 1 2 3 4 5 →