Journal
NEW JOURNAL OF CHEMISTRY
Volume 44, Issue 21, Pages 9010-9017Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/d0nj00231c
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- Pondicherry University
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We have achieved a simple and convenient synthesis of several C(4) substituted 5-ylidenepyrrol-(5H)-ones from 3-aryl/heteroaryl/alkyl 3-cyanopropionates and ethyl/methyl bromoacetates via a useful variation of the classical Blaise reaction. The products were further transformed to useful small organic molecules (SOMs). Studies on the reactivity of nitriles via intra and inter-molecular competition experiments showed that anchimeric assistance from the neighbouring and strategically located ester is crucial for higher reactivity of the nitrile in the 3-cyanopropionates towards the Blaise reaction.
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