Synthesis of Fused Bicyclic [1,2,4]-Triazoles from Amino Acids
A 3-step modular procedure combining carboxylic acids with acyl hydrazines provides access to medicinally relevant [1,2,4]-fused triazoles. Good to excellent yields are achieved with tolerance of aliphatic and aryl substituents as well as 5-, 6-, and 7-membered rings for the fused ring. Conditions that can avoid column chromatography and be applicable for both small scale discovery efforts as well as large scale development processes are demonstrated within.
Authors
- Sajiv K. Nair (ORCID: https://orcid.org/0000-0002-8628-6999)
- Martha A. Ornelas (ORCID: https://orcid.org/0009-0006-4461-4313)
- John Braganza (ORCID: https://orcid.org/0000-0002-6796-1645)
- Matthew Del Bel
- Jean Matthews
- Joyann S. Donaldson (ORCID: https://orcid.org/0000-0001-8873-0304)
- Sujin Cho-Schultz
- Bryan Li (ORCID: https://orcid.org/0000-0002-7972-9966)
- Chengfu Xie
- Ru Zhou (ORCID: https://orcid.org/0000-0002-3502-9861)
- Mingying He
- Congjun Liu
- Feng Shi (ORCID: https://orcid.org/0000-0001-5665-4933)
- Qing Zhang (ORCID: https://orcid.org/0000-0002-9987-5661)
Institutions
- Pfizer (United States) (US)
- WuXi AppTec (China) (CN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2024-12-06
- DOI
- https://doi.org/10.1021/acs.joc.4c01945
- Citations
- 6
- Primary Topic
- Click Chemistry and Applications
- Type
- article
- Field-Weighted Citation Impact
- 1.50