Synthesis of 2‐Halo‐3‐Formylindoles via Vilsmeier–Haack Haloformylation Reaction of Oxindole
A series of 2‐halo‐3‐formylindole molecules were synthesized via Vilsmeier–Haack haloformylation reaction of N‐Boc‐oxindole with POCl 3 or POBr 3 and DMF, which are free from the use of catalyst and solvent. Moreover, through several simple postprocessing steps, corresponding adducts can be readily transformed to Tenidap analog intermediate. The feasibility of gram‐scale experiments proved that the methodology has the potential to be scaled. In addition, a possible reaction mechanism was proposed based on control experiments.
Authors
- Peng Zhao (ORCID: https://orcid.org/0009-0004-3994-1040)
- Ping Wei (ORCID: https://orcid.org/0000-0002-1275-7145)
- Juan Feng (ORCID: https://orcid.org/0000-0002-7224-2696)
- Jiahui Li (ORCID: https://orcid.org/0009-0002-6355-2593)
- Mingyu Jiang (ORCID: https://orcid.org/0000-0003-2059-4937)
- Hua Zhang (ORCID: https://orcid.org/0009-0006-7190-3217)
- Shenglan Tang (ORCID: https://orcid.org/0000-0002-0591-8916)
Institutions
- North Sichuan Medical University (CN)
- Southwest Petroleum University (CN)
Publication Details
- Journal
- Journal of Chemistry
- Published
- 2025-01-01
- DOI
- https://doi.org/10.1155/joch/8562391
- Primary Topic
- Organic and Inorganic Chemical Reactions
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- Natural Science Foundation of Sichuan Province