Heterocylic Synthesis by Persulphate Oxidation.
Abstract
The reaction of thionyl chloride with 2-carboxyisopropoxyazobenzenes gives 4-(o-chloroanilino)benzoxazin-3-ones in good yield. Persulphate oxidation of a series of oximino-O-acetic acids derived from o-phenylbenzophenone, o-phenylacetophenone, and o-phenylbenzaldehyde gave phenanthridines in good yield. Persulphate oxidation of 2-alkylamino-3-phenyl-1,4-naphthoquinones in aqueous acetonitrile yields benzo(b)carbazole-6,11-diones by radical cyclisation. 2-Arylamino (anilino, o-toluidino) analogues also undergo radical coupling to form N,N'-di(3-phenyl-1,4-naphthoquinon-2-yl)benzidines. Mechanisms are discussed.
Document Details
- Document Type
- Technical Report
- Publication Date
- Oct 31, 1974
- Accession Number
- ADA001755
Entities
People
- R. H. Thomson
Organizations
- University of Aberdeen