Dehydrogenative N-N Coupling and Facile Synthesis of Cobalt Complexes Supported by Tetrazene Based Ligand: Synthesis of Quinolines and Quinazolinones via Activation of Alcohols

被引:3
作者
Kumari, Sheela [1 ]
Maji, Ankur [1 ]
Chauhan, Rahul [1 ]
Chaudhary, Virendra K. [1 ]
Kush, Tapasya [1 ]
Joshi, Mayank [2 ]
Choudhury, Angshuman R. [2 ]
Ghosh, Kaushik [1 ,3 ]
机构
[1] Indian Inst Technol Roorkee, Dept Chem, Roorkee 247667, Uttarakhand, India
[2] Indian Inst Sci Educ & Res, Dept Chem Sci, Mohali, India
[3] Indian Inst Technol Roorkee, Dept Biosci & Bioengn, Roorkee 247667, Uttarakhand, India
关键词
Amine Coupling; Tetrazine Ligand; Quinoline and Quinazolin-4(3H)-ones synthesis; (+/-)-Galipinine Synthesis; Mechanistic Investigation; QUINAZOLIN-4(3H)-ONES; HETEROCYCLES; STRATEGY; PYRIDINE; CRYSTAL; AMINES;
D O I
10.1002/ejoc.202400051
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Herein we first report the unprecedented synthesis of tetrazene-based cobalt complexes using unusual coupling of amines via dehydrogenation. These cobalt complexes were employed for dehydrogenative coupling reactions to synthesize N-heterocycles (quinoline, and quinazolinone). Based on control experiments and IR identification of intermediates, we proposed a plausible reaction mechanism. Synthesis protocols were utilized for preparative scale synthesis and biologically active molecule (+/-)-galipinine synthesis. This work reports the unprecedented synthesis of tetrazene-based cobalt complexes using unusual coupling of amines via dehydrogenation. These cobalt complexes were employed for dehydrogenative coupling reactions to synthesize N-heterocycles (quinoline, and quinazolinone). The mechanistic investigation involved conducting control experiments and identifying intermediates through IR spectroscopy. image
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页数:9
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