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Cyanomethylation of Substituted Fluorenes and Oxindoles with Alkyl Nitriles.

ABSTRACT: The first example of metal-free cyanomethylenation from alkyl nitriles of sp³ C-H bonds to afford quaternary carbon centers is described. This oxidative protocol is operationally simple and features good functional group compatibility. This method provides a novel approach to highly functionalized fluorene and oxindole derivatives, which are commonly used in material and pharmaceutical areas. Control experiments provide evidence of a radical reaction process.

SUBMITTER: Hong G

PROVIDER: S-EPMC7036039 | biostudies-literature | 2020 Feb

REPOSITORIES: biostudies-literature

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Cyanomethylation of Substituted Fluorenes and Oxindoles with Alkyl Nitriles.

Hong Gang G Nahide Pradip D PD Kozlowski Marisa C MC

Organic letters 20200211 4

The first example of metal-free cyanomethylenation from alkyl nitriles of sp<sup>3</sup> C-H bonds to afford quaternary carbon centers is described. This oxidative protocol is operationally simple and features good functional group compatibility. This method provides a novel approach to highly functionalized fluorene and oxindole derivatives, which are commonly used in material and pharmaceutical areas. Control experiments provide evidence of a radical reaction process. ...[more]

PMID: 32043885

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