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The reticent tautomer: Exploiting the interesting multisite and multitype reactivity of 4-pyrrolin-2-ones.

Abstract

4-Pyrrolin-2-ones are a lesser known tautomeric relative of the 3-pyrrolin-2-ones. Despite their infrequent appearance in the literature, they are very interesting and useful compounds. They have highly controllable, multisite and multitype reactivities which are covered in this review. The applications of these transformations show how the 4-pyrrolin-2-ones make excellent intermediates en-route to a range of key alkaloids. Innovative, fast and adaptable syntheses of the 4-pyrrolin-2-ones and their onward use via cascade reaction sequences are also presented to complete the case for commending these compounds as highly versatile and valuable synthetic building blocks.

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Publication details

The article was received on 15 Nov 2019, accepted on 29 Nov 2019 and first published on 30 Nov 2019


Article type: Review Article
DOI: 10.1039/C9OB02471A
Org. Biomol. Chem., 2019, Accepted Manuscript
  • Open access: Creative Commons BY-NC license
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    The reticent tautomer: Exploiting the interesting multisite and multitype reactivity of 4-pyrrolin-2-ones.

    T. Montagnon, D. Kalaitzakis, M. Sofiadis and G. Vassilikogiannakis, Org. Biomol. Chem., 2019, Accepted Manuscript , DOI: 10.1039/C9OB02471A

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