Visible-light-promoted C-N and C-S bonds formation: A catalyst and solvent-free photochemical approach for the synthesis of 1,3-thiazolidin-4-ones

被引：16

作者：

Nazeef, Mohd ^{[1
]}

Shivhare, Km Neha ^{[1
]}

Ali, Shabir ^{[2
]}

Ansari, Khursheed ^{[1
]}

Ansari, Mohd Danish ^{[1
]}

Tiwari, Saurabh K. ^{[1
]}

Yadav, Vikas ^{[1
]}

Siddiqui, I. R. ^{[1
]}

机构：

[1] Univ Allahabad, Dept Chem, Lab Green Synth, Allahabad 211002, Uttar Pradesh, India

[2] Aligarh Muslim Univ, Dept Chem, Aligarh 202002, Uttar Pradesh, India

来源：

JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY | 2020年 / 390卷

关键词：

Green synthesis; Mild reaction conditions; Catalyst and solvent-free protocol; Visible-light-induced multicomponent reaction; 1,3-thiazolidin-4-ones; ONE-POT SYNTHESIS; MULTICOMPONENT REACTIONS; PHOTOREDOX CATALYSIS; MEDIATED SYNTHESIS; DERIVATIVES; PHOTOCATALYSIS; INFLAMMATION; EFFICIENT; METAL; THIAZOLIDIN-4-ONES;

D O I：

10.1016/j.jphotochem.2019.112347

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

A visible-light-induced, one-pot mild and efficient, multicomponent-tandem synthesis of diversified 1,3-thiazolidin-4-ones under catalyst and solvent-free conditions is reported. Here, visible-light, an ideal source of energy, has been used as photochemical activator to generate C-N and C-S bonds under radical mechanistic pathway from aromatic amines, aldehydes and thioglycolic acid. The reported methodology can be extensively utilized to explore 1,3-thiazolidin-4-one derivatives with high selectivity, short reaction time, tolerance of functional groups, cost effectiveness and excellent yields.

引用

页数：7

共 23 条

[1] DMAP-promoted cascade C-S/C-N bonds formation approach to 1,3-thiazolidin-4-ones via annulation of β-ketothioamides with α-halocarboxylic acids at room temperature
Verma, Girijesh Kumar
Shukla, Gaurav
Nagaraju, Anugula
Srivastava, Abhijeet
Singh, Maya Shankar
TETRAHEDRON, 2014, 70 (39) : 6980 - 6984
[2] TS-1 zeolite as a Lewis acid catalyst for solvent-free one-pot synthesis of 1,3-thiazolidin-4-ones
Gadekar, Sachin P.
Lande, Machhindra K.
RESEARCH ON CHEMICAL INTERMEDIATES, 2019, 45 (02) : 237 - 247
[3] Synergism in semiconducting nanocomposites: visible light photocatalysis towards the formation of C-S and C-N bonds
Wade, Anil R.
Pawar, Hari R.
Biware, Megha V.
Chikate, Rajeev C.
GREEN CHEMISTRY, 2015, 17 (07) : 3879 - 3888
[4] Montmorillonite clay modified by CuFe2O4 nanoparticles, an efficient heterogeneous catalyst for the solvent-free microwave-assisted synthesis of 1,3-thiazolidin-4-ones
AL-Abayechi, Mustafa M. Hasan
Al-nayili, Abbas
Balakit, Asim A.
RESEARCH ON CHEMICAL INTERMEDIATES, 2024, 50 (04) : 1541 - 1556
[5] Nano-Fe3O4@SiO2 supported ionic liquid as an efficient catalyst for the synthesis of 1,3-thiazolidin-4-ones under solvent-free conditions
Azgomi, Naghmeh
Mokhtary, Masoud
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2015, 398 : 58 - 64
[6] Visible-light-activated C-C and C-N bond formation in the synthesis of imidazo[1,2-a]pyridines and imidazo[2,1-b]thiazoles under catalyst and solvent-free conditions
Shivhare, Km Neha
Jaiswal, Manish K.
Srivastava, Anushree
Tiwari, Saurabh K.
Siddiqui, I. R.
NEW JOURNAL OF CHEMISTRY, 2018, 42 (20) : 16591 - 16601
[7] Visible-Light-Mediated Synthesis of 4H-benzo[1,4]thiazin-2-amines and 3,4-Dihydroquinoxalin-2-amines: An Efficient and Metal Free Route to C-S, C-N Bond Formation
Yadav, Neetu
Sagir, Hozeyfa
Ansari, Mohd. Danish
Siddiqui, I. R.
CATALYSIS LETTERS, 2018, 148 (06) : 1676 - 1685
[8] Visible-Light Induced C(sp3)-H Functionalization for the Formation of C-N Bonds under Metal Catalyst-Free Conditions
Chen, Jin-Yang
Wu, Wenfeng
Li, Qiang
Wei, Wen-Ting
ADVANCED SYNTHESIS & CATALYSIS, 2020, 362 (14) : 2770 - 2777
[9] Catalyst-, solvent- and desiccant-free three-component synthesis of novel C-2, N-3 disubstituted thiazolidin-4-ones
Abonia, Rodrigo
Castillo, Juan
Insuasty, Braulio
Quiroga, Jairo
Sortino, Maximiliano
Nogueras, Manuel
Cobo, Justo
ARABIAN JOURNAL OF CHEMISTRY, 2019, 12 (01) : 122 - 133
[10] Multicomponent Synthesis of Imidazo[1,2-a]pyridines: Aerobic Oxidative Formation of C-N and C-S Bonds by Flavin-IodineCoupled Organocatalysis
Okai, Hayaki
Tanimoto, Kazumasa
Ohkado, Ryoma
Iida, Hiroki
ORGANIC LETTERS, 2020, 22 (20) : 8002 - 8006

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