Gas-phase pyrolysis of benzo- and naphthofuran derivatives

Publication date: Available online 24 May 2019Source: Journal of Analytical and Applied PyrolysisAuthor(s): Yehia A. Ibrahim, Asaad S. Mohamed, Osama M. Habib, Fatma H. Al-Awadhi, Nader A. Al-Jalal, Nouria A. Al-AwadiAbstractBenzo- and naphthofuran carboxylates 1,2 and carboxamides 3,4 were synthesized and pyrolysed by flash vacuum pyrolysis at 550 and 650 °C/10-2 mmHg. 2-Formylbenzonitrile 7 from benzofurans and 2-formylnaphthonitrile 14 from naphthofurans were isolated and identified as major products. The mechanism suggested for these pyrolytic reactions involves elimination of alcohol and amine from carboxylates 1,2 and carboxamides 3,4 respectively, followed by extrusion of CO to form phenoxy and naphthoxycarbenes that leads to 7 and 14 respectively.Graphical abstract

Source: Journal of Analytical and Applied Pyrolysis - May 25, 2019 Category: Chemistry Source Type: research