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Synthesis of C8-Aminated Pyrrolo-Phenanthridines or -Indoles via Series C(sp2or sp3)–H Activation and Fluorescence Study
- Source :
- Organic Letters; March 2022, Vol. 24 Issue: 11 p2104-2109, 6p
- Publication Year :
- 2022
-
Abstract
- This report developed a method for the synthesis of C8-aminated pyrrolo-phenanthridines or -indoles by series orthoC(sp2)–H amination/ipsoC(sp2)–H or C(sp3)–H arylation. N-benzoyloxyamines, as electrophilic amination reagents, did not undergo an electrophilic substitution reaction with the pyrrole side, but they did undergo a site-selective C–H amination reaction with the benzene side via Pd/NBE catalysis. The C8-aminated pyrrolo-phenanthridines have strong fluorescence in solution and solid state. X-ray single crystal diffraction shows that the steric hindrance of amino and orthobenzene ring may inhibit aggregation-caused quenching (ACQ).
Details
- Language :
- English
- ISSN :
- 15237060 and 15237052
- Volume :
- 24
- Issue :
- 11
- Database :
- Supplemental Index
- Journal :
- Organic Letters
- Publication Type :
- Periodical
- Accession number :
- ejs59163432
- Full Text :
- https://doi.org/10.1021/acs.orglett.2c00318