Rhodium-catalysed nucleophilic ring opening reaction of 1- and 3-ethoxy-5, 8-epoxy-5, 8-dihydroisoquinolines. (1st May 2013)

• Record Type: Journal Article
• Authors: Kelebekli, Latif
• Is Part Of: Journal of chemical research. Volume 37:Number 5(2013)
• Page Start: 304
• Page End: 308
• Publication Date: 2013-05-01
• Subjects: Chemistry -- Research -- Periodicals; Chemistry -- Periodicals; 540.5
• DOI: 10.3184/174751913X13663103976700
• Languages: English
• ISSNs: 1747-5198

Abstract

2-Ethoxy-3- and 5-chloropyridines were obtained from 2, 3- and 2, 5-dichloropyridine. Reaction of 2, 3- and 2, 5-dichloropyridines with tBuLi in the presence of furan gave 1- and 3-ethoxy-5, 8-epoxy-5, 8-dihydroisoquinolines. The rhodium-catalysed ring-opening reaction of 1- and 3-ethoxy-5, 8-epoxy-5, 8-dihydroisoquinolines with 2-bromopheno l furnished the isomer 7-(2-bromophenoxy)-1-ethoxy-7, 8-dihydroisoquinolin-8-ol, 6-(2-bromophenoxy)-1-ethoxy-5, 6-dihydroisoquinolin-5-ol and 7-(2-bromophenoxy)-3-ethoxy-7, 8-dihydroisoquinolin-8-ol, 6-(2-bromophenoxy)-3-ethoxy-5, 6-dihydroisoquinolin-5-ol respectively.