A One-pot, Efficient Synthesis of Polyfunctionalized Pyrido[2,3-d]pyrimidines and Uncyclized Adducts by Aldehydes, 1,3-Dicarbonyl Compounds, and 6-Aminouracils

被引：15

作者：

Lu, Guo-ping ^{[1
]}

Cai, Chun ^{[1
]}

机构：

[1] Nanjing Univ Sci & Technol, Coll Chem Engn, Nanjing 210094, Jiangsu, Peoples R China

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 2014年 / 51卷 / 06期

关键词：

ORGANIC-SYNTHESIS; MULTICOMPONENT REACTIONS; NATURAL-PRODUCTS; ATOM ECONOMY; DNA; INHIBITORS; URACIL; DESIGN;

D O I：

10.1002/jhet.1704

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A one-pot, efficient protocol for the synthesis of polyfunctionalized pyrido[2,3-d]pyrimidines and uncyclized adducts by 6-aminouracils in poly(ethylene glycol) 200/H2O or AcOH was described. An interesting family of pyrido[2,3-d]pyrimidines and uncyclized adducts bearing fused pharmacological active units are prepared. The reaction is free of toxic solvents and catalysts, has simple workup procedure, and has high atom economy, making it more environmentally friendly and suitable for large-scale operations.

引用

页码：1595 / 1602

页数：8

共 50 条

[31] ONE-POT AND THREE-COMPONENT SYNTHESIS OF SOME NOVEL FUNCTIONALIZED CHROMONYL PYRIDO[2,3-d]PYRIMIDINES AS ANTICANCER AGENTS
Ali, Tarik E.
Assiri, Mohammed A.
Shati, Ali A.
Alfaifi, Mohammad Y.
Elbehairi, Serag Eldin, I
El-Kott, Attalla F.
HETEROCYCLES, 2021, 102 (05) : 930 - 940
[32] A convenient one pot synthesis of pyrido[2,3-d]-pyrimidines and pyrimido[2,3-c]pyrimidines (N5-deazapetrins)
Mekheimer, RA
Abd El-Nabi, HA
Abd-Elhameed, AM
Sadek, KU
HETEROCYCLIC COMMUNICATIONS, 2000, 6 (04) : 301 - 307
[33] EFFICIENT, SOLVENT-FREE METHOD FOR THE ONE-POT CONDENSATION OF β-NAPHTHOL, AROMATIC ALDEHYDES, AND CYCLIC 1,3-DICARBONYL COMPOUNDS CATALYZED BY SILICA SULFURIC ACID
Nemati, Firouzeh
Arghan, Maryam
Amoozadeh, Ali
SYNTHETIC COMMUNICATIONS, 2012, 42 (01) : 33 - 39
[34] An efficient synthesis of pentasubstituted pyrroles: one-pot four-component reaction of arylamine, acetylenedicarboxylate, arylglyoxal, and symmetrical 1,3-dicarbonyl compounds
Hossein Mehrabi
Farzaneh Alizadeh-Bami
Reza Ranjbar-Karimi
Journal of the Iranian Chemical Society, 2018, 15 : 1961 - 1967
[35] An efficient synthesis of pentasubstituted pyrroles: one-pot four-component reaction of arylamine, acetylenedicarboxylate, arylglyoxal, and symmetrical 1,3-dicarbonyl compounds
Mehrabi, Hossein
Alizadeh-Bami, Farzaneh
Ranjbar-Karimi, Reza
JOURNAL OF THE IRANIAN CHEMICAL SOCIETY, 2018, 15 (09) : 1961 - 1967
[36] KF-alumina catalyzed one-pot synthesis of pyrido[2,3-d]pyrimidine derivatives
Wang, XS
Zeng, ZS
Shi, DQ
Wei, XY
Zong, ZM
SYNTHETIC COMMUNICATIONS, 2004, 34 (23) : 4331 - 4338
[37] One-pot synthesis of novel substituted pyrrolo[2,3-d]pyrimidines using dry media
Kidwai, M.
Singhal, K.
Kukreja, S.
HETEROATOM CHEMISTRY, 2007, 18 (06) : 617 - 621
[38] A novel microwave-assisted one-pot synthesis of pyrano[2,3-d]pyrimidines and pyrido[2,,3-d]pyrimidines via a three component reaction in solvent-free condition
Devi, I
Bhuyan, PJ
SYNLETT, 2004, (02) : 283 - 286
[39] Simple and one-pot multicomponent benzothiazole-based reaction: Synthesis of novel spiro compounds with 1,3-dicarbonyl skeleton
Nassiri, Mahmoud
Salehzadeh, Jaber
Dehghani, Zahra
RESULTS IN CHEMISTRY, 2024, 9
[40] Pyrido[2,3-d]pyrimidines .2. One step synthesis of pyrido[2,3-d]pyrimidines and pyrimido[4,5-b]quinolines from 6-amino uracils
Khattab, AF
Kappe, T
MONATSHEFTE FUR CHEMIE, 1996, 127 (8-9): : 917 - 925

← 1 2 3 4 5 →