Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 132, Issue 37, Pages 12862-12864Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ja106364r
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Funding
- Hong Kong Research Grants Council [PolyU5017-07P, SEG_01 PolyU]
- Area of Excellence Scheme [AoE/P-10-01]
- Hong Kong Polytechnic University
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A palladium-catalyzed ortho-C-H amidation of anilides by N-nosyloxycarbamates was developed for the synthesis of 2-aminoanilines. This reaction can be carried out under relatively mild conditions and exhibits excellent regioselectivity and functional group tolerance. The amidation reaction is probably initiated by rate-limiting C-H cyclopalladation (k(H)/k(D) = 3.7) to form an arylpalladium complex, followed by nitrene functionalization.
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