A convenient approach to the synthesis of dialkyl 5-oxo-1,2-dihydro-5H-chromeno[4,3-b]pyridine-2,3-dicarboxylates

被引：4

作者：

Glasnov, Toma N. ^{[1
]}

Ivanov, Ivo C. ^{[1
]}

机构：

[1] Med Univ Sofia, Fac Pharm, Dept Organ Chem, BG-1000 Sofia, Bulgaria

来源：

SYNTHETIC COMMUNICATIONS | 2008年 / 38卷 / 10期

关键词：

annelated ring system; coumarin; enaminoaldehydes; Wittig reaction;

D O I：

10.1080/00397910801929465

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Coumarin and its analogs are considered privileged scaffolds in the current synthetic and pharmacological research. The chemical behavior of enaminocarbaldehydes of the coumarin moiety under intramolecular Wittig reaction conditions in the presence of triphenylphosphine and dimethyl or diethyl acetylenedicarboxylates has been studied, resulting in the isolation of a series of dimethyl and diethyl 5-oxo-1,2-dihydro-5H-chromeno[4,3-b]pyridine-2,3-dicarboxylates in good to high yields.

引用

页码：1579 / 1588

页数：10

共 50 条

[21] SYNTHESIS OF DIALKYL 2-(2-HYDROXYPHENYL)-4,6-DIMETHYL-1,2-DIHYDROPYRIDINE-3,5-DICARBOXYLATES AND ALKYL 2,4-DIMETHYL-5-OXO-5H-[1]BENZOPYRANO[4,3-B]-PYRIDINE-3-CARBOXYLATES
OCALLAGHAN, CN
SYNTHESIS-STUTTGART, 1987, (05): : 499 - 503
[22] SYNTHESIS OF 3-SUBSTITUTED-5-OXO-5H-[1]BENZOPYRANO[2,3-B]PYRIDINE DERIVATIVES
ISHIGURO, T
UKAWA, K
SUGIHARA, H
NOHARA, A
HETEROCYCLES, 1981, 16 (05) : 733 - 740
[23] Methyl 5-Imino-2-methyl-1,10a-dihydro-5H-chromeno[2,3-b]pyridine-3-carboxylate
Pinto, Joana
Silva, Artur M. S.
Silva, Vera L. M.
MOLBANK, 2022, 2022 (04)
[24] Pot, atom and step economic (PASE) synthesis of 5-isoxazolyl-5H-chromeno[2,3-b]pyridine scaffold
Vereshchagin, Anatoly N.
Elinson, Michail N.
Anisina, Yuliya E.
Ryzhkov, Fedor V.
Goloveshkin, Alexander S.
Bushmarinov, Ivan S.
Zlotin, Sergey G.
Egorov, Mikhail P.
MENDELEEV COMMUNICATIONS, 2015, 25 (06) : 424 - 426
[25] SYNTHESIS OF 2,4,5-TRIARYL-5H-CHROMENO[4,3-b]PYRIDINES IN IONIC LIQUID
Wu, Hui
Wan, Yu
Chen, Xiu-mei
Lu, Lei-lei
Shen, Yang
Chen, Cai-fa
Xin, Hai-qiang
Xu, Hua-hong
Pang, Li-ling
Ma, Rui
Yue, Cai-hui
HETEROCYCLES, 2009, 78 (02) : 357 - 367
[26] Triphenylphosphine-catalyzed simple synthesis of dimethyl 1-aryl-4-ethoxy-5-oxo-4,5-dihydro-1H-pyrrole-2,3-dicarboxylates
Yavari, I
Aghazadeh, M
Tafazzoli, M
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2002, 177 (05) : 1101 - 1107
[27] SIMPLE SYNTHESIS OF 5-OXO-2,3-DIHYDRO-5H-[1,3]OXAZOLO[2,3-B]QUINAZOLINES
KAMPE, KD
SYNTHESIS-STUTTGART, 1976, (07): : 469 - 471
[28] SYNTHESIS OF 2-METHYL-3-ACETYL-5-OXO-5H-[1]BENZOPYRANO[2,3-B]PYRIDINE
GHOSH, CK
SYNTHETIC COMMUNICATIONS, 1978, 8 (07) : 487 - 490
[29] SYNTHESIS OF DERIVATIVES OF 5H-PYRANO[4,3-B] PYRIDINE FROM 4-TETRAHYDROPYRONES
ESKENAZI, C
MAITTE, P
BULLETIN DE LA SOCIETE CHIMIQUE DE FRANCE PARTIE II-CHIMIE MOLECULAIRE ORGANIQUE ET BIOLOGIQUE, 1976, (5-6): : 995 - 998
[30] Synthesis of 2,4,5-Triaryl-5H-chromeno[4,3-b]pyridines under Microwave Radiation
Wu, Hui
Wan, Yu
Chen, Xiu-Mei
Chen, Cai-Fa
Lu, Lei-Lei
Xin, Hai-Qiang
Xu, Hua-Hong
Pang, Li-Ling
Ma, Rui
Yue, Cai-Hui
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2009, 46 (04) : 702 - 707

← 1 2 3 4 5 →