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Direct CH Amidation of Benzoic Acids to Introduce meta‐ and para‐Amino Groups by Tandem Decarboxylation
Authors:Donggun Lee  Prof Sukbok Chang
Institution:1. Department of Chemistry, Korea Advanced Institute of Science and Technology (KAIST), Daejeon 305‐701 (Republic of Korea);2. Center for Catalytic Hydrocarbon Functionalizations, Institute for Basic Science (IBS), Daejeon 305‐701 (Republic of Korea)
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.
Keywords:C  H amidation  decarboxylation  meta‐ and para‐substituted anilines  tandem processes  traceless directing groups
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