Catalyst-Controlled [3+2] and [4+2] Annulations of Oximes with Propargyl Alcohols: Divergent Access to Indenamines and Isoquinolines

doi:10.1021/acs.orglett7b03546

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	Catalyst-Controlled [3+2] and [4+2] Annulations of Oximes with Propargyl Alcohols: Divergent Access to Indenamines and Isoquinolines
	Gong, Wanchun 1,2,3; Zhou, Zhi 1,2; Shi, Jingjing4 ; Wu, Bo 1,2; Huang, Biyun 1,2; Yi, Wei 1,2
刊名	ORGANIC LETTERS
	2018-01-05
卷号	20 期号:1 页码:182-185
ISSN号	1523-7060
DOI	10.1021/acs.orglett7b03546
文献子类	Article
英文摘要	Rhodium(III)- and iridium(III)-catalyzed C-H activation of oximes and coupling with propargyl alcohols is discussed. Depending on the catalyst, the reaction pathway switched between [3 + 2] and [4 + 2] annulation, thus giving divergent access to indenamines and isoquinolines in a one-pot and atom-economical manner. The hydroxyl group in the tertiary propargyl alcohol substrate was found to be crucial in controlling chemoselectivity. Five-membered rhodacycle and iridacycle intermediates have also been identified for mechanism hypotheses.
资助项目	NSFC[81502909] ; Guangdong Natural Science Funds for Distinguished Young Scholar[2017A030306031]
WOS关键词	C-H FUNCTIONALIZATION ; BOND ACTIVATION ; N-OXIDES ; ARENES ; ALKYNES ; ISOINDOLINONES ; ALLENYLATION ; CONSTRUCTION
WOS研究方向	Chemistry
语种	英语
出版者	AMER CHEMICAL SOC
WOS记录号	WOS:000419749700047
内容类型	期刊论文
源URL	[http://119.78.100.183/handle/2S10ELR8/272288]
专题	药物靶标结构与功能中心
通讯作者	Yi, Wei
作者单位	1.Guangzhou Med Univ, Key Lab Mol Clin Pharmacol, Guangzhou 511436, Guangdong, Peoples R China; 2.Guangzhou Med Univ, Affiliated Hosp 5, Guangzhou 511436, Guangdong, Peoples R China; 3.Shanghai Pharmaceut Holding Co Ltd, Cent Res Inst, Shanghai 201203, Peoples R China 4.Chinese Acad Sci, Shanghai Inst Mat Med, VARI SIMM Ctr, CAS Key Lab Receptor Res,Ctr Struct & Funct Drug, Shanghai 201203, Peoples R China;
推荐引用方式 GB/T 7714	Gong, Wanchun,Zhou, Zhi,Shi, Jingjing,et al. Catalyst-Controlled [3+2] and [4+2] Annulations of Oximes with Propargyl Alcohols: Divergent Access to Indenamines and Isoquinolines[J]. ORGANIC LETTERS,2018,20(1):182-185.
APA	Gong, Wanchun,Zhou, Zhi,Shi, Jingjing,Wu, Bo,Huang, Biyun,&Yi, Wei.(2018).Catalyst-Controlled [3+2] and [4+2] Annulations of Oximes with Propargyl Alcohols: Divergent Access to Indenamines and Isoquinolines.ORGANIC LETTERS,20(1),182-185.
MLA	Gong, Wanchun,et al."Catalyst-Controlled [3+2] and [4+2] Annulations of Oximes with Propargyl Alcohols: Divergent Access to Indenamines and Isoquinolines".ORGANIC LETTERS 20.1(2018):182-185.