Issue 7, 2022

Synthesis of functionalized malononitriles via Fe-catalysed hydrogen atom transfers of alkenes

Abstract

Described herein is a practical and convenient approach that enabled radical-mediated conjugate addition of unreactive alkenes to electron-deficient alkenes leading to a broad range of substituted malononitriles. These reactions are believed to proceed by Fe-catalysed hydrogen atom transfer (HAT) onto the alkenes affording carbon-centered radical intermediates with Markovnikov selectivity, followed by the capture of electron-deficient alkenes. We explored this synthesis approach under mild conditions with high efficiency and broad substrate scope and the utility is highlighted by the further synthetic transformations of the obtained substituted malononitriles.

Graphical abstract: Synthesis of functionalized malononitriles via Fe-catalysed hydrogen atom transfers of alkenes

Supplementary files

Article information

Article type
Paper
Submitted
29 Nov 2021
Accepted
21 Jan 2022
First published
24 Jan 2022

Org. Biomol. Chem., 2022,20, 1480-1487

Synthesis of functionalized malononitriles via Fe-catalysed hydrogen atom transfers of alkenes

T. Zhu, X. Zhang, Z. Zhou, Z. Xu, M. Ma and B. Zhao, Org. Biomol. Chem., 2022, 20, 1480 DOI: 10.1039/D1OB02332B

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