Abstract
The UV photolysis of2′-chloro-4-R-benzanilides in acetonitrile solution under nitrogen atmosphere leads to the formation of intramolecular photocyclization products (9-R-phenanthridin-6(5)-one, 20-30%), along with the minor photoreduction, photo-Fries, and intramolecular photosubstitution products. The photoreaction of 2′-chloro-4-R-benzanilide in acetonitrile solution containing 10% of water or aqueous sodium hydroxide however gives 2-(4-R-phenyl)-1,3-benzoxazole as a major product (∼30%) along with the photoreduction, photo-Fries and intramolecular photocyclization products.
Original language | English |
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Pages (from-to) | 115-123 |
Number of pages | 9 |
Journal | Journal of Photochemistry and Photobiology A: Chemistry |
Volume | 150 |
Issue number | 1-3 |
DOIs | |
Publication status | Published - 26 Jul 2002 |
Externally published | Yes |
Keywords
- 2′-chloro-4-R-benzanilides
- Intramolecular photocyclization
- Intramolecular photosubstitution
- Solvent and substituent effect
ASJC Scopus subject areas
- General Chemistry
- General Chemical Engineering
- General Physics and Astronomy