1612872-84-0Relevant articles and documents
Method for preparing N-arylsulfonamide from indoline and arylsulfonamide
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Paragraph 0038-0039, (2019/10/01)
The invention discloses a method for preparing N-arylsulfonamide from indoline and arylsulfonamide, belonging to the technical field of C-H bond activation and functionalization catalyzed by a transition metal. The method includes adding 1-acetyl indoline
IrIII-catalyzed direct C-7 amidation of indolines with sulfonyl, acyl, and aryl azides at room temperature
Hou, Wei,Yang, Yaxi,Ai, Wen,Wu, Yunxiang,Wang, Xuan,Zhou, Bing,Li, Yuanchao
supporting information, p. 395 - 400 (2015/02/02)
A general procedure for an IrIII-catalyzed C-7 selective C-H amidation and amination of indolines is reported. The reaction exhibits good functional group tolerance, requires no external oxidants, and releases N2 as the single byproduct, thus providing an environmentally benign, readily scalable method for the synthesis of 7-aminoindolines. More importantly, acyl, sulfonyl, and aryl azides can be employed as the amino source in this C-H amidation reaction under very mild and pH-neutral reaction conditions (i.e., room temperature) to afford N-(7-indolinyl)amides, N-(7indolinyl)-sulfonamides, and N-(7-indolinyl)arylamines in good to excellent yields. In addition, a one-pot synthesis for 7-aminoindoles was developed. Overall, this procedure is robust, reliable, and compatible in air.
Iridium(III)-catalyzed direct C-7 amination of indolines with organic azides
Shin, Kwangmin,Chang, Sukbok
, p. 12197 - 12204 (2015/02/05)
Iridium-catalyzed regioselective C-7 amination of indolines has been achieved with organic azides as a facile nitrogen source. The developed procedure is convenient to perform even at room temperature and applicable to a wide range of substrates with high catalytic activity. Various types of organic azides (sulfonyl, aryl, and alkyl derivatives) were all successfully reacted under the present conditions as the viable reactant. Furthermore, indoline substrates bearing easily removable N-protecting groups such as N-Boc or N-Cbz could readily be employed, highlighting the synthetic utility of this methodology. (Chemical equation presented).