Reactive nitrogenous molecules from Meldrum's acid derivatives, pyrrole-2, 3-diones, and isoxazolones

H Briehl, A Lukosch, C Wentrup

Index: Briehl, Horst; Lukosch, Adelheid; Wentrup, Curt Journal of Organic Chemistry, 1984 , vol. 49, # 15 p. 2772 - 2779

Full Text: HTML

Citation Number: 90

Abstract

Flash vacuum pyrolysis of 5 (aminomethylidene)-2, 2dimethyl-l, 3-~ o~ e-4,~ dion~(Meldrum's acid derivativea) 12 gives 4hydroxyquinolines/4quinolonea 16 or 3- enaminoacroleins 22 in good to excellent yields. Intermediate (aminomethy1ene) ketenes and imidoylketenes are directly observed and their transformation into product 22 monitored by low-temperature IR spectroscopy. Imidoylketenes are also formed and observed upon ...