Generation and Trapping of Ketenes in Flow (pages 1491–1499)
Cyril Henry, David Bolien, Bogdan Ibanescu, Sally Bloodworth, David C. Harrowven, Xunli Zhang, Andy Craven, Helen F. Sneddon and Richard J. Whitby
Article first published online: 20 JAN 2015 | DOI: 10.1002/ejoc.201403603
Ketenes are generated under flow conditions by thermal sigmatropic rearrangement of alkoxyalkynes. Subsequent trapping with amines or alcohols gives amide or ester products, respectively. Inline monitoring by IR spectroscopy and offline analysis by 1H NMR spectroscopy allow the rapid study of kinetics and optimisation of the reaction.