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Catalyst-Dependent Stereodivergent and Regioselective Synthesis of Indole-Fused Heterocycles through Formal Cycloadditions of Indolyl-Allenes
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
MEI LIANGYONG1; Wei Y(魏音)1; Tang XY(唐翔鹰)1; Shi M(施敏)1
2015
发表期刊J. Am. Chem. Soc.
卷号137期号:25页码:8131-8137
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.
文章类型论文
学科领域金属有机化学
DOI10.1021/jacs.5b02080
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收录类别SCI
语种英语
WOS记录号WOS:000357436300033
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文献类型期刊论文
条目标识符http://ir.sioc.ac.cn/handle/331003/39624
专题金属有机化学国家重点实验室
通讯作者Tang XY(唐翔鹰); Shi M(施敏)
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.
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