Green Synthesis of Indeno[1,2-b]quinoxalines Using β-Cyclodextrin as Catalyst

被引：6

作者：

Liao, Li-Guo ^{[1
,2
]}

Song, Meng-Meng ^{[3
]}

Feng, Jun-Feng

Tan, Min ^{[1
,2
]}

Liu, Fan ^{[1
,2
]}

Qiu, Zhen-Jiang ^{[1
,2
]}

Zhang, Sheng ^{[3
]}

Li, Bang-Jing ^{[1
,2
]}

机构：

[1] Chinese Acad Sci, Chengdu Inst Biol, Key Lab Mt Ecol Restorat & Bioresource Utilizat, Chengdu 610041, Peoples R China

[2] Univ Chinese Acad Sci, Beijing 100049, Peoples R China

[3] Sichuan Univ, Polymer Res Inst, State Key Lab Polymer Mat Engn, Chengdu 610065, Peoples R China

来源：

MOLECULES | 2022年 / 27卷 / 02期

关键词：

indeno[1,2-b]quinoxalines; beta-CD; environmentally friendly method; reusable catalyst; ATOM ECONOMY; DERIVATIVES; QUINOXALINES; KETONES; ACID;

D O I：

10.3390/molecules27020580

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

An efficient, mild, and green method was developed for the synthesis of indeno[1,2-b]quinoxaline derivatives via o-phenylenediamine (OPD) and 2-indanone derivatives utilizing beta-cyclodextrin (beta-CD) as the supramolecular catalyst. The reaction can be carried out in water and in a solid state at room temperature. beta-CD can also catalyze the reaction of indan-1,2-dione with OPD with a high degree of efficiency. Compared to the reported methods, this procedure is milder, simpler, and less toxic, making it an eco-friendly alternative. In addition, the beta-CD can be recovered and reused without the loss of activity.

引用

页数：12

共 50 条

[21] A facile synthesis of indeno[1,2-b]chromanes catalyzed by scandium triflate
Yadav, JS
Reddy, BVS
Parisse, C
Carvalho, P
Rao, TP
TETRAHEDRON LETTERS, 2002, 43 (16) : 2999 - 3002
[22] Recyclization of Pyrrolediones with Arylaminoindenones. Synthesis of Indeno[1,2-b]pyridines
Dmitriev, M. V.
Silaichev, P. S.
Lesnikova, K. V.
Zheleznova, M. A.
Ezhikova, M. A.
Kodess, M. I.
Maslivets, A. N.
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2018, 54 (09) : 1358 - 1362
[23] Recyclization of Pyrrolediones with Arylaminoindenones. Synthesis of Indeno[1,2-b]pyridines
M. V. Dmitriev
P. S. Silaichev
K. V. Lesnikova
M. A. Zheleznova
M. A. Ezhikova
M. I. Kodess
A. N. Maslivets
Russian Journal of Organic Chemistry, 2018, 54 : 1358 - 1362
[24] A green method for the synthesis of indeno[1,2-b]pyridines using Fe3O4@SiO2@PrSO3H as a nanomagnetic catalyst
Kheilkordi, Zohreh
Ziarani, Ghodsi Mohammadi
Badiei, Alireza
Vojoudi, Hossein
IRANIAN JOURNAL OF CATALYSIS, 2020, 10 (01): : 65 - 70
[25] A NEW, SIMPLE, EFFICIENT SYNTHESIS OF BENZO[B]CARBAZOLES AND INDENO[1,2-B]INDOLES
ESTEVEZ, JC
ESTEVEZ, RJ
CASTEDO, L
TETRAHEDRON LETTERS, 1993, 34 (40) : 6479 - 6480
[26] A convenient synthesis of some new indeno[1,2-b]pyridines and indeno[1,2-b]thieno[3,2-e]pyridine derivatives with potential biological activity
El-Ossaily, Yasser A.
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2007, 182 (05) : 1109 - 1117
[27] An Eco-Friendly Stereoselective Synthesis of Novel Derivatives of Indeno[1,2-b]Pyrrole and Indeno[1,2-c]Pyridazine
Gein, Vladimir L.
Nosova, Natalia V.
Yankin, Andrei N.
Bazhina, Alina Y.
Dmitriev, Maksim V.
POLYCYCLIC AROMATIC COMPOUNDS, 2021, 41 (03) : 540 - 552
[28] NOVEL PHTHALIDEISOQUINOLINE SYNTHESIS FROM BENZ[D]INDENO[1,2-B]AZEPINE
KAMETANI, T
HIRATA, S
IHARA, M
FUKUMOTO, K
HETEROCYCLES, 1975, 3 (05) : 405 - 411
[29] One-Pot Strategy for the Synthesis of Indeno[1,2-b]Chromene Derivatives
Sedighimehr, Iman
Karami, Bahador
Farahi, Mahnaz
CHEMISTRY OF NATURAL COMPOUNDS, 2022, 58 (02) : 249 - 253
[30] Synthesis of Benzo[c]azocanones and Indeno[1,2-b]pyrroles from Oxoindanecarboxylates
Behler, Florian
Habecker, Florian
Saak, Wolfgang
Kluener, Thorsten
Christoffers, Jens
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2011, 2011 (22) : 4231 - 4240

← 1 2 3 4 5 →