Novel One-Pot Pseudo-Five-Component Green Synthesis and Biological Activities In Vitro of 5,5′-(Arylmethylene)Bis (4-Hydroxythiazol-2(3H)-One) Using Triton-X-100 as High Efficient Catalytic System

被引：3

作者：

Hemmati, Sana ^{[1
]}

Heravi, Mohammad Reza Poor ^{[2
]}

Nami, Navabeh ^{[1
]}

Khalilzadeh, Mohammad A. ^{[1
]}

机构：

[1] Islamic Azad Univ, Dept Chem, Qaemshahr Branch, Qaemshahr, Iran

[2] Payame Noor Univ, Dept Chem, POB 19395-3697, Tehran, Iran

来源：

POLYCYCLIC AROMATIC COMPOUNDS | 2023年 / 43卷 / 03期

关键词：

5,5 '-(arylmethylene)bis(4-hydroxythiazol-2(3H)-one); Triton X-100; three-component reaction; nonionic surfactant; thiourea; IONIC LIQUID; MULTICOMPONENT SYNTHESIS; ORGANIC-REACTIONS; AQUEOUS-MEDIA; CONDENSATION; CHLORIDE; SILICA; FOCUS;

D O I：

10.1080/10406638.2022.2048033

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Synthesis of 5,5'-(arylmethylene)bis(4-hydroxythiazol-2(3H)-one) by a three-component condensation of an aldehyde, monochlroacetic acid and thiourea in the presence of a nonionic surfactant Triton X-100 catalyst at room temperature in aqueous medium is accomplished. The advantages are high yield, mild reaction conditions, simple work-up and eco-friendliness. All the newly-synthesized compounds (4a-r) exhibited moderate in vitro antibacterial and antifungal activities. [GRAPHICS] .

引用

页码：2540 / 2552

页数：13

共 27 条

[21] Novel, Simple, and Efficient Synthesis of 3-(2-(5-(Benzylideneamino)-3-phenyl-1H-pyrazol-1-yl)thiazol-4-yl)-4-hydroxy-6-methyl-2H-pyran-2-one Derivatives via a One-Pot, Four-Component Condensation Reaction
Bade, Thirupaiah
Vedula, Rajeswar Rao
SYNTHETIC COMMUNICATIONS, 2015, 45 (20) : 2350 - 2354
[22] A One-Pot Synthesis of 5-(1,3-Dimethyl-2,6-Dioxo-5-{[(1E)-Arylmethylene]Amino}-1,2,3,6-Tetrahydropyrimidin-4-yl)-1,3,7,9-Tetramethyl-5,10-Dihydropyrimido[5,4-g]Pteridine-2,4,6,8(1H,3H,7H,9H)-Tetrone via a Pseudo Four-Component Domino Reaction
Teimouri, Mohammad Bagher
Meydani, Ali
Panji, Zahra
POLYCYCLIC AROMATIC COMPOUNDS, 2021, 41 (07) : 1369 - 1382
[23] Catalyst-free green synthesis of novel 2-amino-4-aryl-3-(4-fluorophenyl)-4,6,7,8-tetrahydroquinolin-5(1H)-ones via a one-pot four-component reaction under ultrasonic condition
Santhosh Govindaraju
Sumaiya Tabassum
Riyaz-ur-Rahaman Khan
Mohamed Afzal Pasha
Chemistry of Heterocyclic Compounds, 2016, 52 : 964 - 969
[24] Catalyst-free green synthesis of novel 2-amino-4-aryl-3-(4-fluorophenyl)-4,6,7,8-tetrahydroquinolin-5(1H)-ones via a one-pot four-component reaction under ultrasonic condition
Govindaraju, Santhosh
Tabassum, Sumaiya
Khan, Riyaz-ur-Rahaman
Pasha, Mohamed Afzal
CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2016, 52 (11) : 964 - 969
[25] A fast and highly efficient one-pot synthesis of novel isoxazolyl pyrido[2,3-b][1,4]oxazin-2(3H)-ones via Smiles rearrangement using task-specific ionic liquid [HMIm]BF4 as green solvent
Reddy, Modugu Nagi
Kumar, Pittala Praveen
Rajanarendar, Eligeti
GREEN CHEMISTRY LETTERS AND REVIEWS, 2017, 10 (01) : 48 - 53
[26] MK-10 clay catalyzed, one pot, three component and efficient synthesis of novel 4-(2′,5′-disubstituted-1′H-indol-3′-yl)-2,6-bis(2",5"-disubstituted-1"H-indol-3"-yl) pyridine-3,5-dicarbonitrile under conventional and microwave irradiation
Biradar, J. S.
Sharanbasappa, B.
GREEN CHEMISTRY LETTERS AND REVIEWS, 2009, 2 (04) : 237 - 241
[27] Novel and efficient synthesis of 4,7-dihydro-1H-pyrrolo[2,3-b] pyridine derivatives via one-pot, three-component approach from N-substituted 5-amino-3-cyanopyrroles, various carbonyl and active methylene compounds
Vilches-Herrera, Marcelo
Spannenberg, Anke
Langer, Peter
Iaroshenko, Viktor O.
TETRAHEDRON, 2013, 69 (29) : 5955 - 5967

← 1 2 3 →