title: Conjugate Addition of 3-Buytn-2-one to Anilines in Ethanol: Alkene Geometric Insights through In Situ FTIR Monitoring.
abstract: A convenient, mild and effective conjugate addition of 3-butyn-2-one to a variety of anilines in ethanol is reported. The reaction was monitored and characterized through in situ FTIR, and the dynamics of the facile E/Z alkene geometry interconversion of the resultant aniline-derived enaminones was explored through NMR, FTIR and X-ray crystallography. A straightforward purification protocol that employs direct Kugelrohr distillation was identified, and the method was further extended to other amines and ynones, allowing rapid access to these interesting compounds.
authors.affiliation: Centre for Sustainable Chemical Processes, Department of Chemistry, Durham University , South Road, Durham, DH1 3LE, U.K.
authors.forename: David R
authors.initials: DR
authors.lastname: Chisholm
authors.affiliation: High Force Research Limited, Bowburn North Industrial Estate , Bowburn, Durham, DH6 5PF, U.K.
authors.forename: Roy
authors.initials: R
authors.lastname: Valentine
authors.affiliation: Centre for Sustainable Chemical Processes, Department of Chemistry, Durham University , South Road, Durham, DH1 3LE, U.K.|Biophysical Sciences Institute, Durham University , South Road, Durham, DH1 3LE, U.K.
authors.forename: Ehmke
authors.initials: E
authors.lastname: Pohl
authors.affiliation: Centre for Sustainable Chemical Processes, Department of Chemistry, Durham University , South Road, Durham, DH1 3LE, U.K.
authors.forename: Andrew
authors.initials: A
authors.lastname: Whiting