N-Formylation of Secondary Amines and Their Application in the Synthesis of Benzimidazole Derivatives Using DMF as a C1 Source
Numerous methodologies for the <i>N</i>-formylation of amines using DMF as a formylating agent often require harsh conditions. Meanwhile, the synthesis of benzimidazole derivatives using DMF as a C1 source remains underexplored, with most methods relying on high temperatures and metal catalysts. In this study, we present a highly efficient <i>N</i>-formylation of amines at room temperature within 5 min utilizing the Vilsmeier reagent. Furthermore, we demonstrate its applicability in the synthesis of benzimidazole derivatives under milder conditions employing DMF as the C1 source.
Authors
- Jun Tan (ORCID: https://orcid.org/0000-0001-9483-6041)
- Hisataka Awata
- Tomoya Sakaguchi (ORCID: https://orcid.org/0009-0009-9206-2252)
- Osamu Shimomura (ORCID: https://orcid.org/0000-0001-6563-9743)
- Atsushi Ohtaka (ORCID: https://orcid.org/0000-0001-8518-5187)
- Yoshimasa Matsumura (ORCID: https://orcid.org/0000-0001-9127-862X)
- Hirofumi Sato (ORCID: https://orcid.org/0000-0002-6522-1109)
- R. Nishio
- Ryuki Nakata
Institutions
- Osaka Research Institute of Industrial Science and Technology (JP)
- Osaka Institute of Technology (JP)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2025-06-13
- DOI
- https://doi.org/10.1021/acs.joc.5c00363
- Citations
- 2
- Primary Topic
- Carbon dioxide utilization in catalysis
- Type
- article
- Field-Weighted Citation Impact
- 1.41
Funders
- Japan Society for the Promotion of Science