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靛红与三甲基硅基乙腈的高效羟醛型直接反应。

An efficient aldol-type direct reaction of isatins with TMSCH2CN.

作者信息

Bhaskara Rao V U, Kumar Krishna, Singh Ravi P

机构信息

Department of Chemistry, Indian Institute of Technology, Delhi, Hauz Khas, New Delhi, India 110016.

出版信息

Org Biomol Chem. 2015 Oct 14;13(38):9755-9. doi: 10.1039/c5ob01560j.

Abstract

Cesium fluoride catalyzed direct cyanomethylation of various isatins by using trimethylsilyl acetonitrile (TMSAN) as a nucleophile has been developed. The reaction has been explored for a number of isatins, with various substitutions on its aromatic ring. Further, the versatility of the reaction is demonstrated by converting the direct aldol adducts to the corresponding intermediates of natural products and medicinally important compounds.

摘要

已开发出氟化铯催化各种异吲哚酮与三甲基硅基乙腈(TMSAN)作为亲核试剂的直接氰甲基化反应。该反应已针对多种异吲哚酮进行了探索,这些异吲哚酮的芳香环上有各种取代基。此外,通过将直接羟醛加成物转化为天然产物和具有重要药用价值化合物的相应中间体,证明了该反应的通用性。

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