Electrochemical Synthesis of 3,5-Bis(acyl)-1,2,4-thiadiazoles through n-Bu4NI-mediated Oxidative Dimerization of α-Oxothioamides

被引：7

作者：

Shivaraj, Mahadev ^{[1
]}

Suresh, Rajaghatta N. ^{[2
]}

Swaroop, Toreshettahally R. ^{[3
]}

Kumara, Manikyanahally N. ^{[1
]}

Rangappa, Kanchugarakoppal S. ^{[4
]}

Mantelingu, Kempegowda ^{[2
]}

Mamatha Devi, Adaganahalli Boregowda ^{[5
]}

Manasa, Madihalli Prasanna ^{[1
]}

Umashankara, Muddegowda ^{[5
]}

机构：

[1] Univ Mysore, Yuvarajas Coll, Mysuru 570005, Karnataka, India

[2] Univ Mysore, Dept Studies Chem, Mysuru 570006, Karnataka, India

[3] Univ Mysore, Dept Studies Organ Chem, Mysuru 570006, Karnataka, India

[4] Univ Mysore, Vijnana Bhavana, Mysuru 570006, Karnataka, India

[5] Karnataka State Open Univ, Dept Chem, Mysuru 570006, Karnataka, India

来源：

ELECTROCHEMISTRY | 2023年 / 91卷 / 12期

关键词：

Electrochemical Synthesis; alpha-Oxodithioesters; alpha-Oxothioamides; 1; 2; 4-Thiadiazoles; POT TANDEM APPROACH; REGIOSELECTIVE SYNTHESIS; THIADIAZOLE ANALOGS; XANTHATE ESTERS; DERIVATIVES; 1,2,4-THIADIAZOLES; INHIBITORS; CONDENSATION; ISOCYANIDES; THIOAMIDES;

D O I：

10.5796/electrochemistry.23-67131

中图分类号：

O646 [电化学、电解、磁化学];

学科分类号：

081704 ;

摘要：

An electrochemical synthesis of 3,5-bis(acyl)-1,2,4-thiadiazoles by the oxidative dimerization of alpha-oxothioamides with assistance of tetra-n-butylammonium iodide (TBAI) as electrolyte and mediator under constant current electrolysis (CCE) is reported. Herein, this approach is an example for S-N bond construction through the electrochemical method. Furthermore, the required intermediates alpha-oxothioamides are synthesized by the reaction of alpha-oxodi-thioesters with ammonium chloride in the presence of sodium acetate. The probable mechanism for the formation of final products is also presented. This strategy resulted in good to excellent yields of title compounds.

引用

页数：5

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