Ir-III-Catalyzed Direct C-7 Amidation of Indolines with Sulfonyl, Acyl, and Aryl Azides at Room Temperature

doi:10.1002/ejoc.201403355

	Ir-III-Catalyzed Direct C-7 Amidation of Indolines with Sulfonyl, Acyl, and Aryl Azides at Room Temperature
	Hou, Wei 3; Yang, Yaxi3 ; Ai, Wen 1,2; Wu, Yunxiang 3; Wang, Xuan 3; Zhou, Bing3 ; Li, Yuanchao 3
刊名	EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
	2015-01
期号	2 页码:395-400
关键词	Nitrogen heterocycles C-H activation Iridium Regioselectivity Amidation
ISSN号	1434-193X
DOI	10.1002/ejoc.201403355
文献子类	Article
英文摘要	A general procedure for an Ir-III-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 N-2 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.
资助项目	National Natural Science Foundation of China (NSFC)[21302200]
WOS关键词	C-H AMIDATION ; NONREARRANGED MONOTERPENOID UNIT ; BOND ACTIVATION ; NITROGEN-SOURCE ; INDOLES ; ARENES ; ARYLATION ; ALKENES ; MILD ; ALKENYLATION
WOS研究方向	Chemistry
语种	英语
出版者	WILEY-V C H VERLAG GMBH
WOS记录号	WOS:000347722900018
内容类型	期刊论文
源URL	[http://119.78.100.183/handle/2S10ELR8/276770]
专题	药物化学研究室
通讯作者	Zhou, Bing
作者单位	1.E China Univ Sci & Technol, Inst Fine Chem, Shanghai 200237, Peoples R China 2.E China Univ Sci & Technol, Key Lab Adv Mat, Shanghai 200237, Peoples R China; 3.Chinese Acad Sci, Dept Med Chem, Shanghai Inst Mat Med, Shanghai 201203, Peoples R China;
推荐引用方式 GB/T 7714	Hou, Wei,Yang, Yaxi,Ai, Wen,et al. Ir-III-Catalyzed Direct C-7 Amidation of Indolines with Sulfonyl, Acyl, and Aryl Azides at Room Temperature[J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY,2015(2):395-400.
APA	Hou, Wei.,Yang, Yaxi.,Ai, Wen.,Wu, Yunxiang.,Wang, Xuan.,...&Li, Yuanchao.(2015).Ir-III-Catalyzed Direct C-7 Amidation of Indolines with Sulfonyl, Acyl, and Aryl Azides at Room Temperature.EUROPEAN JOURNAL OF ORGANIC CHEMISTRY(2),395-400.
MLA	Hou, Wei,et al."Ir-III-Catalyzed Direct C-7 Amidation of Indolines with Sulfonyl, Acyl, and Aryl Azides at Room Temperature".EUROPEAN JOURNAL OF ORGANIC CHEMISTRY .2(2015):395-400.