Synthesis of <i>N</i> -Nitrobenzamides via <i>tert</i> -Butyl-nitrite-Mediated <i>N</i> -Nitration
A simple and efficient method for the direct N -nitration of benzamides using tert -butyl nitrite ( t -BuONO) has been described. Various benzamides were converted to the corresponding N -nitrobenzamides under metal-free conditions without strong acids or external oxidants. Mechanistic studies suggest that t -BuONO serves as the nitrating reagent in the presence of air. To the best of our knowledge, this is the first report describing the direct use of t -BuONO for benzamide N -nitration, providing a practical approach to efficiently synthesizing N -nitrobenzamide derivatives.
Authors
- Togati Naveen (ORCID: https://orcid.org/0000-0003-3424-4348)
- Arti Ramani
- Kishor Padala (ORCID: https://orcid.org/0000-0002-5943-5186)
- Prabhakara Madivalappa Davanagere
- Hussain Bhukya (ORCID: https://orcid.org/0000-0002-5225-1579)
- Yash Dhaduk
- Maulik Pethani
Institutions
- Sardar Vallabhbhai National Institute of Technology Surat (IN)
- Indian Institute of Science Education and Research, Tirupati (IN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2026-06-09
- DOI
- https://doi.org/10.1021/acs.joc.6c00761
- Primary Topic
- Catalytic C–H Functionalization Methods
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- Indian Institute of Science Education and Research Tirupati
- Department of Biotechnology, Ministry of Science and Technology, India
- University Grants Commission
- Human Resource Development Group
- Science and Engineering Research Board