Synthesis of Triazolo[4′,5′:4,5]furo[2,3-c]pyridine via Post Modification of an Unusual Groebke-Blackburn-Bienayme Multicomponent Reaction

被引:0
|
作者
Batra, Aashima [1 ,2 ]
Kaur, Manpreet [1 ,2 ]
Kaushik, Deepender [1 ,2 ]
Kaur, Simran [3 ]
Patil, Madhuri T. [4 ]
Chaudhari, Vinod D. [3 ]
Sahoo, Subash Chandra [1 ,2 ]
Salunke, Deepak B. [1 ,2 ,5 ]
机构
[1] Panjab Univ, Dept Chem, Chandigarh 160014, India
[2] Panjab Univ, Ctr Adv Studies, Chandigarh 160014, India
[3] CSIR Inst Microbial Technol, Div Med Chem, Chandigarh 160036, India
[4] Mehr Chand Mahajan DAV Coll Women, Chandigarh 160036, India
[5] Panjab Univ, Natl Interdisciplinary Ctr Vaccines Immunotherapeu, Chandigarh 160014, India
来源
ACS OMEGA | 2024年
关键词
STRUCTURAL MODIFICATION; PYRAZINES;
D O I
10.1021/acsomega.4c01359
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The Groebke-Blackburn-Bienayme (GBB) reaction is a well-established three-component reaction for synthesizing imidazofused scaffolds from heterocyclic amidines, aldehydes, and isonitriles. However, the replacement of pyridoxal as an aldehyde component in this reaction results in the formation of the furo[2,3-c]pyridine skeleton as an "unusual GBB product". Despite the interesting nature of this unusual reaction, not much work was further reported. The present research investigates the optimization strategy for the synthesis of novel tricyclic triazolo[4 ',5 ':4,5]furo[2,3-c]pyridines via diazotization of 2,3-diamino-furo[2,3-c]pyridines specifically synthesized utilizing the chemistry of tert-alkyl isocyanide.
引用
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页码:29372 / 29378
页数:7
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