Visible light-induced green synthesis of 2-amino-4H-chromenes

被引：16

作者：

Chen, Lu ^{[1
]}

Lin, Chuyuan ^{[1
]}

Lan, Yongyin ^{[1
]}

Li, Zhenzhen ^{[1
]}

Huang, Dandan ^{[1
]}

Yang, Wei ^{[2
]}

Li, Yibiao ^{[1
]}

机构：

[1] Wuyi Univ, Sch Biotechnol & Hlth Sci, Jiangmen, Peoples R China

[2] Guangzhou Univ, Sch Chem & Chem Engn, Guangzhou, Peoples R China

来源：

ENVIRONMENTAL CHEMISTRY LETTERS | 2020年 / 18卷 / 06期

关键词：

Green synthesis; Photocatalysis; Multicomponent reaction; Chromenes; Phenol moieties; Six member O-heterocycles; BIOLOGICAL EVALUATION; HIGHLY EFFICIENT; CATALYST; DERIVATIVES; BISCOUMARIN; ANALOGS;

D O I：

10.1007/s10311-020-01053-2

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Green chemistry aims at developing reactions that are cheap, clean and use less energy. For that, multicomponent reactions are drawing attention, yet, actual methods involve complicated work-ups, hazardous solvents, toxic catalysts, high catalyst loads, harsh reaction conditions and tedious catalyst preparation. Here, we demonstrate that the commercially available reagent, 9-mesityl-10 methylacridinium perchlorate (Acr(+)-Mes ClO4-), can serve as a photocatalyst in the presence of a blue lamp light source, promoting the synthesis of 2-amino-4H-chromenes via a multicomponent reaction with low catalyst loadings. A wide range of aromatic aldehydes readily undergo condensation with malononitrile and ArOH-type structural motifs under mild conditions to afford the products in 76-95% yield within 60 min.

引用

页码：2157 / 2163

页数：7

共 50 条

[1] Visible light-induced green synthesis of 2-amino-4H-chromenes
Lu Chen
Chuyuan Lin
Yongyin Lan
Zhenzhen Li
Dandan Huang
Wei Yang
Yibiao Li
[J]. Environmental Chemistry Letters, 2020, 18 : 2157 - 2163
[2] SYNTHESIS OF 2-AMINO-4H-CHROMENES
SHARANIN, YA
KLOKOL, GV
[J]. ZHURNAL ORGANICHESKOI KHIMII, 1983, 19 (08): : 1782 - 1784
[3] Aqueous Phase Organocatalytic Multicomponent Green Synthesis of 2-Amino-4H-Chromenes
Thangalipalli, Swathi
Bandalla, Siddarama Goud
Gavinolla, Vijayalaxmi
Panduga, Ramaraju
Neella, Chandra Kiran
[J]. CHEMISTRYSELECT, 2023, 8 (29):
[4] Microwave Accelerated Synthesis of 2-Amino-4H-Chromenes Catalyzed by WELFSA: A Green Protocol
Kantharaju, Kamanna
Khatavi, Santosh Y.
[J]. CHEMISTRYSELECT, 2018, 3 (18): : 5016 - 5024
[5] Organocatalyzed Synthesis of 2-Amino-4H-Chromenes: An Enantioselective Approach
Magar, Rupali L.
Thorat, Prashant B.
Patil, Bhagavan R.
Pawar, Rajendra P.
[J]. CURRENT ORGANOCATALYSIS, 2018, 5 (01) : 74 - 81
[6] SYNTHESIS OF 2-AMINO-4H-CHROMENES USING DIETHYLAMINE AS AN ORGANOCATALYST
Behbahani, Farahnaz K.
SoudabehSamaei
[J]. HETEROCYCLIC LETTERS, 2015, 5 (04): : 529 - 535
[7] A Microwave Accelerated Sustainable Approach for the Synthesis of 2-amino-4H-chromenes Catalysed by WEPPA: A Green Strategy
Hiremath, Prashant B.
Kamanna, Kantharaju
[J]. CURRENT MICROWAVE CHEMISTRY, 2019, 6 (01) : 30 - 43
[8] Aqua mediated synthesis of substituted 2-amino-4H-chromenes catalyzed by green and reusable Preyssler heteropolyacid
Heravi, Majid M.
Bakhtiari, Khadijeh
Zadsirjan, Vahideh
Bamoharram, Fatemeh F.
Heravi, Omid M.
[J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2007, 17 (15) : 4262 - 4265
[9] Triethanolamine-catalyzed expeditious and greener synthesis of 2-amino-4H-chromenes
Patel, Anilkumar S.
Tala, Satishkumar D.
Nariya, Pankajkumar B.
Ladva, Kartik D.
Kapuriya, Naval P.
[J]. JOURNAL OF THE CHINESE CHEMICAL SOCIETY, 2019, 66 (03) : 247 - 252
[10] Synthesis and Antimicrobial Activity of Mono, Bis and Tris 2-Amino-4H-Chromenes
Nikpassand, Mohammad
Fekri, Leila Zare
Badri, Hanieh
Asadpour, Leila
[J]. LETTERS IN ORGANIC CHEMISTRY, 2015, 12 (10) : 685 - 692

← 1 2 3 4 5 →