I2/DMSO-catalyzed one-pot approach for the synthesis of 1,3,4-selenadiazoles

被引：8

作者：

Bowroju, Suresh Kuarm ^{[1
]}

Bavanthula, Rajitha ^{[1
]}

机构：

[1] Natl Inst Technol, Dept Chem, Warangal, TS, India

来源：

RSC ADVANCES | 2021年 / 11卷 / 10期

关键词：

Nitrogen compounds;

D O I：

10.1039/d0ra10576g

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A three-component cascade reaction for the synthesis of 1,3,4-selenadiazoles and their derivatives from arylaldehydes, hydrazine, and elemental selenium by using molecular iodine is reported. This strategy is operationally simple, well-suited to a wide range of functional groups, and provides the desired products in moderate to excellent yields. The proposed mechanism predicts that the reaction tolerated a radical process.

引用

页码：5724 / 5728

页数：5

共 46 条

[1] Experimental and theoretical study of 3-pyridyl-substituted 1,2,4-thiadiazole and 1,3,4-thiadiazole as corrosion inhibitors of mild steel in acidic media [J].

Bentiss, F ;

Lebrini, M ;

Vezin, H ;

Lagrenée, M .

MATERIALS CHEMISTRY AND PHYSICS, 2004, 87 (01) :18-23

[2] Complexes of cobalt(II), nickel(II) and copper(II) with a thia ligand;: 2,5-bis(2-pyridyl)-1,3,4-thiadiazole:: structural identification [J].

Bentiss, F ;

Lagrenée, M ;

Wignacourt, JP ;

Holt, EM .

POLYHEDRON, 2002, 21 (04) :403-408

[3] Influence of 2,5-bis(4-dimethylaminophenyl)-1,3,4-thiadiazole on corrosion inhibition of mild steel in acidic media [J].

Bentiss, F ;

Traisnel, M ;

Lagrenee, M .

JOURNAL OF APPLIED ELECTROCHEMISTRY, 2001, 31 (01) :41-48

[4] SYNTHESIS OF SUBSTITUTED SELENOSEMICARBAZIDES AND 2,5-DIAMINO-1,3,4-SELENADIAZOLE DERIVATIVES [J].

BULKA, E ;

EHLERS, D .

JOURNAL FUR PRAKTISCHE CHEMIE, 1973, 315 (01) :155-163

[5] Novel 1,3,4-Selenadiazole-Containing Kidney-Type Glutaminase Inhibitors Showed Improved Cellular Uptake and Antitumor Activity [J].

Chen, Zhao ;

Li, Di ;

Xu, Ning ;

Fang, Jinzhang ;

Yu, Yan ;

Hou, Wei ;

Ruan, Haoqiang ;

Zhu, Panpan ;

Ma, Renchao ;

Lu, Shiying ;

Cao, Danhui ;

Wu, Rui ;

Ni, Mowei ;

Zhang, Wei ;

Su, Weike ;

Ruan, Benfang Helen .

JOURNAL OF MEDICINAL CHEMISTRY, 2019, 62 (02) :589-603

[6] Investigation of anticancer mechanism of thiadiazole-based compound in human non-small cell lung cancer A549 cells [J].

Chou, JY ;

Lai, SY ;

Pan, SL ;

Jow, GM ;

Chern, EW ;

Guh, JH .

BIOCHEMICAL PHARMACOLOGY, 2003, 66 (01) :115-124

[7]

Cohen I. V., 1979, J. Heterocycl. Chem, V16, P806

[8] Synthesis of new 2,5-disubstituted-1,3,4-thiadiazoles and preliminary evaluation of anticonvulsant and antimicrobial activities [J].

Dogan, HN ;

Duran, A ;

Rollas, S ;

Sener, G ;

Uysal, MK ;

Gülen, D .

BIOORGANIC & MEDICINAL CHEMISTRY, 2002, 10 (09) :2893-2898

[9] Iodine-DMSO-Catalyzed Chemoselective Biomimetic Aromatization of Tetrahydro-β-carbolines-3-carboxylic Acid: Mechanism Study with DFT-Calculation [J].

Gaikwad, Sunil, V ;

Nadimetla, Dinesh N. ;

Al Kobaisi, Mohammad ;

Devkate, Manisha ;

Joshi, Rekha ;

Shinde, Rohit G. ;

Gaikwad, Milind, V ;

Nikalje, Milind D. ;

Bhosale, Sheshanath, V ;

Lokhande, Pradeep D. .

CHEMISTRYSELECT, 2019, 4 (34) :10054-10059

[10] Iodine-catalyzed oxidative system for cyclization of primary alcohols with o-aminobenzamides to quinazolinones using DMSO as the oxidant in dimethyl carbonate [J].

Ge, Wenlei ;

Zhu, Xun ;

Wei, Yunyang .

RSC ADVANCES, 2013, 3 (27) :10817-10822

← 1 2 3 4 5 →