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通过串联脱羧反应将苯甲酸直接进行C-H酰胺化反应以引入间位和对位氨基。

Direct C-H amidation of benzoic acids to introduce meta- and para-amino groups by tandem decarboxylation.

作者信息

Lee Donggun, Chang Sukbok

机构信息

Department of Chemistry, Korea Advanced Institute of Science and Technology (KAIST), Daejeon 305-701 (Republic of Korea); Center for Catalytic Hydrocarbon Functionalizations, Institute for Basic Science (IBS), Daejeon 305-701 (Republic of Korea).

出版信息

Chemistry. 2015 Mar 27;21(14):5364-8. doi: 10.1002/chem.201500331. Epub 2015 Feb 16.

DOI:10.1002/chem.201500331
PMID:25688935
Abstract

The Ir-catalyzed mild C-H amidation of benzoic acids with sulfonyl azides was developed to give reactions with high efficiency and functional-group compatibility. Subsequent protodecarboxylation of ortho-amidated benzoic acid products afforded meta- or para-substituted (N-sulfonyl)aniline derivatives, the latter being inaccessible by other C-H functionalization approaches. The decarboxylation step was compatible with the amidation conditions, enabling a convenient one-pot, two-step process.

摘要

开发了铱催化的苯甲酸与磺酰叠氮的温和C-H酰胺化反应，以实现高效反应和官能团兼容性。邻位酰胺化苯甲酸产物随后的原脱羧反应得到间位或对位取代的（N-磺酰基）苯胺衍生物，而后者是其他C-H官能团化方法无法获得的。脱羧步骤与酰胺化条件兼容，从而实现了便捷的一锅两步法。

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