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Oxidative Carbonylation Reactions

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Transition Metal Catalyzed Carbonylation Reactions

Abstract

In the last six chapters we discussed the transition metal catalyzed carbonylative activation of organohalogen (C–X, X = I, Br, Cl, OTf, etc.) compounds. They all have one common point in their reaction mechanism; taking a palladium catalyst, for example, the reactions start with Pd(0) and then go to Pd(II) after an oxidative addition. To summarize, the reactions all go through Pd(0) to Pd(II) and a Pd(0) cycle. But for oxidative carbonylation reactions, the reactions go through Pd(II) to Pd(0) and a Pd(II) cycle. Clearly, oxidative carbonylations need additional oxidants to reoxidize the Pd(0) to Pd(II), and various organic nucleophiles were applied as substrates in the presence of CO. One of the most obvious advantages for oxidative carbonylation reactions is the oxidative addition step can be avoid which is more reluctant under CO atmosphere.

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Notes

  1. 1.

    For selected examples, see [12–15].

  2. 2.

    For a summary on the Pd-catalyzed asymmetric alkoxycarbonylation of vinylarenes, see: [28, 29].

  3. 3.

    For a review on the application of alkyl nitrites as oxidant, see: [30, 31].

  4. 4.

    For related reviews on this topic, see: [46–49].

  5. 5.

    For reviews on PdI2-catalyzed oxidative carbonylation reactions, see: [74–76].

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  1. Leibniz Institute for Catalysis, Universität Rostock, Albert-Einstein-Strasse 29a, Rostock, 18059, Germany

    Matthias Beller & Xiao-Feng Wu

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  1. Matthias Beller
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Beller, M., Wu, XF. (2013). Oxidative Carbonylation Reactions. In: Transition Metal Catalyzed Carbonylation Reactions. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-39016-6_8

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