Construction of five- and seven-membered rings facilitated by alkyne–azide functionality: access to quinoline fused triazolo-azepines
The synthesis of novel quinoline-fused triazolo-azepine derivatives has been reported using an intramolecular 1,3-dipolar azide-alkyne cycloaddition strategy. This method possesses considerable potential to synthesize five- and seven-membered rings in high yields (65-87%) without the necessity of metal catalysts or additives. Additionally, this methodology was applicable to pyridine and tetralone based adducts to afford triazolo-azepine derivatives. This intriguing chemistry offers numerous advantages, including metal-free and additive-free processes, applicability to gram scale synthesis, high atom economy and easy access to a diverse library of potential pharmacological compounds in high yields.
Authors
- Virender Singh (ORCID: https://orcid.org/0000-0003-4242-5421)
- Vipin Kumar (ORCID: https://orcid.org/0000-0001-9658-778X)
- Shubham Sharma (ORCID: https://orcid.org/0000-0002-9657-6623)
- Pooja Sharma (ORCID: https://orcid.org/0000-0001-7513-6226)
- Jigar Panchal (ORCID: https://orcid.org/0000-0002-1960-8767)
- Vishal Sharma (ORCID: https://orcid.org/0009-0004-4389-7820)
Institutions
- Lovely Professional University (IN)
- Central University of Punjab (IN)
- Dr. B. R. Ambedkar National Institute of Technology Jalandhar (IN)
- GLA University (IN)
- Piramal (India) (IN)
Publication Details
- Journal
- Organic & Biomolecular Chemistry
- Published
- 2024-11-27
- DOI
- https://doi.org/10.1039/d4ob01442a
- Citations
- 9
- Primary Topic
- Click Chemistry and Applications
- Type
- article
- Field-Weighted Citation Impact
- 2.25
Funders
- Department of Science and Technology, Ministry of Science and Technology, India
- Council of Scientific and Industrial Research, India
- Ministry of Education, India
- Science and Engineering Research Board