Files and links (1)
Accepted (AM)Open Access (License Unspecified), Open
Journal article
Nitration reactions of conjugated compounds employing lithium nitrate and trifluoroacetic anhydride
Canadian journal of chemistry, v 97(8), pp 591-596
2019
Abstract
Tandem nitration and Ritter reaction of three conjugated dienes using trifluoroacetyl nitrate in acetonitrile led predominantly to 1,4-addition products and concomitant N-nitration. The major products, N-nitro-N-(4-nitrobut-2-enyl)acetamide derivatives, were obtained in 57%–70% yield. Tandem nitration and Ritter reaction of 4-methylpent-3-en-2-one led to the 1,2-addition product, a base-sensitive α-nitroketone. Nitration of N-methylacetamide and pyrrolidine by trifluoroacetyl nitrate occurs on the N-atom, whereas nitration of N-phenylacetamide occurs on the aromatic ring.
Metrics
Details
- Title
- Nitration reactions of conjugated compounds employing lithium nitrate and trifluoroacetic anhydride
- Creators
- Peter A Wade - Drexel UniversityNicholas Paparoidamis - Drexel UniversityC. Jared Miller - Drexel UniversityStephanie A Costa - Drexel University
- Publication Details
- Canadian journal of chemistry, v 97(8), pp 591-596
- Publisher
- NRC Research Press
- Resource Type
- Journal article
- Language
- English
- Academic Unit
- [Retired Faculty]; Chemistry
- Web of Science ID
- WOS:000477822100003
- Scopus ID
- 2-s2.0-85069965430
- Other Identifier
- 991019167954304721
InCites Highlights
Data related to this publication, from InCites Benchmarking & Analytics tool:
- Web of Science research areas
- Chemistry, Multidisciplinary