An unusual synthesis of 2-pyridone and 3,5-dihydroxypyridine from a carbohydrate

被引：6

作者：

Gorantla, Jaggaiah N. ^{[1
]}

Kovval, Divya ^{[1
]}

Lankalapalli, Ravi S. ^{[1
]}

机构：

[1] CSIR, NIIST, Agroproc & Nat Prod Div, Thiruvananthapuram 695019, Kerala, India

来源：

TETRAHEDRON LETTERS | 2013年 / 54卷 / 25期

关键词：

2-Pyridone; 3,5-Dihydroxypyridine; INHIBITORS; CYCLOADDITION; CAMPTOTHECIN; DESIGN; SERIES;

D O I：

10.1016/j.tetlet.2013.03.083

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An unusual aromatization to perbenzylated 3,5-dihydroxy-6-(hydroxymethyl)-2-pyridone was demonstrated utilizing sugar lactam, under strong basic conditions, derived from D-Galactose. 2-Pyridone was efficiently converted into a pharmaceutically relevant structure 3,5-dihydroxy pyridine salt to demonstrate its synthetic utility. This result is the first report for 2-pyridone synthesis from a carbohydrate, and also first of its kind for a novel 3,5-dihydroxypyridine. (C) 2013 Elsevier Ltd. All rights reserved.

引用

页码：3230 / 3232

页数：3

共 50 条

[41] Synthesis, antibacterial and antitubercular activities of benzimidazole bearing substituted 2-pyridone motifs
Desai, N. C.
Shihory, N. R.
Kotadiya, G. M.
Desai, Priyanka
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2014, 82 : 480 - 489
[42] Solvent-free one-pot synthesis of 2-pyridone derivatives
Hossaini, Zinatossadat
Rostami-Charati, Faramarz
Hajinasiri, Rahimeh
Khalilzadeh, Mohammad A.
CHINESE CHEMICAL LETTERS, 2012, 23 (05) : 512 - 514
[43] Synthesis, Anticancer Activity and Radiosensitizing Evaluation of Some New 2-Pyridone Derivatives
El-Said, M. S.
El-Gazzar, M. G.
Al-Dosari, M. S.
Ghorab, M. M.
ARZNEIMITTELFORSCHUNG-DRUG RESEARCH, 2012, 62 (03): : 149 - 156
[44] Isolation and characterization of 2-pyridone alkaloids and alloxazines from Beauveria bassiana
Andrioli, W. J.
Lopes, A. A.
Cavalcanti, B. C.
Pessoa, C.
Nanayakkara, N. P. D.
Bastos, J. K.
NATURAL PRODUCT RESEARCH, 2017, 31 (16) : 1920 - 1929
[45] NEW SYNTHESIS OF POLY(2-PYRIDONE)S AND COPOLY(2-PYRIDONE/2-PYRONE)S BY THE REACTION OF AMMONIA AND PRIMARY AMINES WITH THE POLY(2-PYRONE) PREPARED FROM DIYNE AND CARBON-DIOXIDE
TSUDA, T
HOKAZONO, H
MACROMOLECULES, 1994, 27 (05) : 1289 - 1290
[46] GLYCOSIDES OF HETEROCYCLES .42. SYNTHESIS OF 2'-DEOXYRIBOFURANOSIDES OF 2-HYDROXPYRIDINE/2-PYRIDONE
HELLER, D
WAGNER, G
PHARMAZIE, 1972, 27 (05): : 290 - &
[47] PARAMETRIC METHOD 3 (PM3) STUDY OF THE TAUTOMERIZATION OF 2-PYRIDONE SYSTEMS
ASHOK
RAY, NK
PROCEEDINGS OF THE INDIAN ACADEMY OF SCIENCES-CHEMICAL SCIENCES, 1994, 106 (02): : 163 - 168
[48] Design and synthesis of novel 2′-hydroxy group substituted 2-pyridone derivatives as anticancer agents
Lv, Zhiliang
Zhang, Yikai
Zhang, Mingfeng
Chen, Huan
Sun, Zhenliang
Geng, Dongping
Niu, Chunjuan
Li, Ke
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2013, 67 : 447 - 453
[49] Rapid microwave-assisted solution phase synthesis of substituted 2-pyridone libraries
Gorobets, NY
Yousefi, BH
Belaj, F
Kappe, CO
TETRAHEDRON, 2004, 60 (39) : 8633 - 8644
[50] Rapid synthesis of a hyperfluorescence 2-pyridone derivative as a fluorescent molecular sensor for picric acid
Luo, Tingting
Li, Yiqi
Xu, Yanxue
Zhang, Shiting
Wang, Yujue
Kou, Xingming
Xiao, Dan
SENSORS AND ACTUATORS B-CHEMICAL, 2017, 253 : 231 - 238

← 1 2 3 4 5 →