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Issue 12, 2016
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3,3-Dibromo-2-trifluoromethyl acrylic acid ethyl ester: a versatile platform for the stereoselective preparation of functionalized-α-trifluoromethyl α,β-unsaturated lactones and trifluoromethyl pyrazolinones

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Abstract

We herein describe a method for synthetic routes to multi-functionalized-α-trifluoromethyl α,β-unsaturated lactones and trifluoromethyl pyrazolinones. This involves a tandem stereoselective functionalization of 3,3-dibromo-2-trifluoromethyl acrylic acid ethyl ester and intramolecular cyclization reaction to afford precursors for a Suzuki–Miyaura cross-coupling reaction with arylboronic acids.

Graphical abstract: 3,3-Dibromo-2-trifluoromethyl acrylic acid ethyl ester: a versatile platform for the stereoselective preparation of functionalized-α-trifluoromethyl α,β-unsaturated lactones and trifluoromethyl pyrazolinones

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Publication details

The article was received on 14 Jul 2016, accepted on 14 Sep 2016 and first published on 27 Sep 2016


Article type: Research Article
DOI: 10.1039/C6QO00360E
Citation: Org. Chem. Front., 2016,3, 1661-1667
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    3,3-Dibromo-2-trifluoromethyl acrylic acid ethyl ester: a versatile platform for the stereoselective preparation of functionalized-α-trifluoromethyl α,β-unsaturated lactones and trifluoromethyl pyrazolinones

    S. Mizuta, H. Otaki, K. Kitamura, K. Nishi, K. Watanabe, J. N. Makau, R. Hashimoto, T. Usui and K. Chiba, Org. Chem. Front., 2016, 3, 1661
    DOI: 10.1039/C6QO00360E

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