777898-07-4Relevant academic research and scientific papers
Method for Preparing Derivatives of Anthranilic acid and Anti-inflammatory Use Thereof
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Paragraph 0058; 0065-0073; 0104, (2018/11/27)
The present invention relates to a production method of anthranilic acid derivatives which reacts benzoic acid derivatives and phenylsulfonyl azide derivatives under the presence of a [IrCp*Cl_2]_2 catalyst; and relates to an anti-inflammatory use of the
Direct C-H amidation of benzoic acids to introduce meta- and para-amino groups by tandem decarboxylation
Lee, Donggun,Chang, Sukbok
supporting information, p. 5364 - 5368 (2015/03/30)
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. Without a trace: Carboxylic acids are used as traceless directing groups in the Ir-catalyzed direct C-H amidation of arenes with sulfonyl azides under mild conditions. The tandem protodecarboxylation of the ortho-amidated benzoic acid products afforded meta- or para-substituted (N-sulfonyl)anilines, which are difficult to obtain by other C-H functionalization approaches.
1-(2′-Anilinyl)prop-2-yn-1-ol rearrangement for oxindole synthesis
Kothandaraman, Prasath,Koh, Bing Qin,Limpanuparb, Taweetham,Hirao, Hajime,Chan, Philip Wai Hong
supporting information, p. 1978 - 1985 (2013/03/14)
A synthetic method that relies on NIS (N-iodosuccinimide)-mediated cycloisomerization reactions of 1-(2′-anilinyl)prop-2-yn-1-ols to gem-3-(diiodomethyl)indolin-2-ones and 2-(iodomethylene)indolin-3-ones has been developed. The reactions were shown to be chemoselective, with secondary and tertiary alcoholic substrates exclusively giving the 3- and 2-oxindole products, respectively. In the case of the latter, the transformation features an unprecedented double 1,2-OH and 1,2-alkyl migration relay. Density functional theory (DFT) calculations based on proposed iodoaminocyclization species provide insight into this unique divergence in product selectivity. Copyright
