Synthesis of Triazolo[4',5':4,5]furo[2,3- c ]pyridine via Post Modification of an Unusual Groebke-Blackburn-Bienaymé Multicomponent Reaction.
Autor: | Batra A; Department of Chemistry and Centre for Advanced Studies, Panjab University, Chandigarh 160 014, India., Kaur M; Department of Chemistry and Centre for Advanced Studies, Panjab University, Chandigarh 160 014, India., Kaushik D; Department of Chemistry and Centre for Advanced Studies, Panjab University, Chandigarh 160 014, India., Kaur S; Division of Medicinal Chemistry, CSIR-Institute of Microbial Technology, Chandigarh 160 036, India., Patil MT; Mehr Chand Mahajan DAV College for Women, Sector 36, Chandigarh 160 036, India., Chaudhari VD; Division of Medicinal Chemistry, CSIR-Institute of Microbial Technology, Chandigarh 160 036, India., Sahoo SC; Department of Chemistry and Centre for Advanced Studies, Panjab University, Chandigarh 160 014, India., Salunke DB; Department of Chemistry and Centre for Advanced Studies, Panjab University, Chandigarh 160 014, India.; National Interdisciplinary Centre of Vaccines, Immunotherapeutics and Antimicrobials, Panjab University, Chandigarh 160 014, India. |
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Jazyk: | angličtina |
Zdroj: | ACS omega [ACS Omega] 2024 Jun 24; Vol. 9 (27), pp. 29372-29378. Date of Electronic Publication: 2024 Jun 24 (Print Publication: 2024). |
DOI: | 10.1021/acsomega.4c01359 |
Abstrakt: | The Groebke-Blackburn-Bienaymé (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. Competing Interests: The authors declare no competing financial interest. (© 2024 The Authors. Published by American Chemical Society.) |
Databáze: | MEDLINE |
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