Catalyst-Dependent Stereodivergent and Regioselective Synthesis of Indole-Fused Heterocycles through Formal Cycloadditions of Indolyl-Allenes

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	Catalyst-Dependent Stereodivergent and Regioselective Synthesis of Indole-Fused Heterocycles through Formal Cycloadditions of Indolyl-Allenes
	MEI LIANGYONG 1; Wei Y(魏音)1; Tang XY(唐翔鹰)1; Shi M(施敏)1
刊名	J. Am. Chem. Soc.
	2015
卷号	137 期号:25 页码:8131-8137
其他题名	催化剂调控的从吲哚和联烯的环加成反应高立体和区域选择性地制备含有吲哚的杂环化合物
通讯作者	唐翔鹰 ; 施敏
英文摘要	Stereo- and regioselective construction of poly-heterocycles, especially those with several contiguous stereocenters, is still a challenge. In this paper, catalyst-dependent stereodivergent and regioselective synthesis of indole-fused heterocycles through formal cycloadditions of indolyl-allenes has been developed. The reaction features total reversion of an all-carbon quaternary stereocenter when a gold or platinum complex was employed as the catalyst through [3 + 2] cycloaddition of allene with indole, affording different diazabenzo[a]cyclopenta[cd]azulenes as epimers, respectively. In addition, in the presence of IPrAuCl and AgNTf2, highly regioselective exo-type [2 + 2] cycloaddition was observed, in which allene served as a 2C synthon. This methodology provides a simple and straightforward approach for the construction of indole-fused tricyclic systems under mild conditions in an atom-economical way.
学科主题	金属有机化学
收录类别	SCI
原文出处	http://dx.doi.org/10.1021/jacs.5b02080
语种	英语
WOS记录号	WOS:000357436300033
内容类型	期刊论文
源URL	[http://ir.sioc.ac.cn/handle/331003/39624]
专题	上海有机化学研究所_金属有机化学国家重点实验室
作者单位	1.中科院上海有机化学研究所, 金属有机化学国家重点实验室 2.华东理工大学
推荐引用方式 GB/T 7714	MEI LIANGYONG,Wei Y,Tang XY,et al. Catalyst-Dependent Stereodivergent and Regioselective Synthesis of Indole-Fused Heterocycles through Formal Cycloadditions of Indolyl-Allenes[J]. J. Am. Chem. Soc.,2015,137(25):8131-8137.
APA	MEI LIANGYONG,魏音,唐翔鹰,&施敏.(2015).Catalyst-Dependent Stereodivergent and Regioselective Synthesis of Indole-Fused Heterocycles through Formal Cycloadditions of Indolyl-Allenes.J. Am. Chem. Soc.,137(25),8131-8137.
MLA	MEI LIANGYONG,et al."Catalyst-Dependent Stereodivergent and Regioselective Synthesis of Indole-Fused Heterocycles through Formal Cycloadditions of Indolyl-Allenes".J. Am. Chem. Soc. 137.25(2015):8131-8137.