General Approach To Construct Azepino[2,3-b:4,5-b ']diindoles, Azocino[2,3-b:4,5-b ']diindoles, and Azonino[2,3-b:4,5-b ']diindoles via Rh(II)-Catalyzed Reactions of 3-Diazoindolin-2-imines with 3-(Bromoalkyl)indoles

Sheng Guorong; Li Zhenmin; Mao Jianming; Lu Ping; Wang Yanguang

首页> 外文期刊>The Journal of Organic Chemistry >General Approach To Construct Azepino[2,3-b:4,5-b ']diindoles, Azocino[2,3-b:4,5-b ']diindoles, and Azonino[2,3-b:4,5-b ']diindoles via Rh(II)-Catalyzed Reactions of 3-Diazoindolin-2-imines with 3-(Bromoalkyl)indoles

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General Approach To Construct Azepino[2,3-b:4,5-b ']diindoles, Azocino[2,3-b:4,5-b ']diindoles, and Azonino[2,3-b:4,5-b ']diindoles via Rh(II)-Catalyzed Reactions of 3-Diazoindolin-2-imines with 3-(Bromoalkyl)indoles

机译：构建萃构[2,3-B：4,5-B']迪吲哚[2,3-B：4,5-B'] Diindols，Azonino [2,3-B：4,5 -b']通过RH（II）的迪吲哚（II） - 用3-（溴代烷基）吲哚催化3-二氮吲哚嗪-2-亚胺的反应

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Rh(II)-catalyzed reactions of 3-diazoindolin-2-imines with 3-(2-bromoethyl)indoles, 3-(3-bromopropyl)indoles, and 3-(4-bromobutyl)indoles, followed by treatment with 1,8-diazabicyclo [5.4.0]undec-7-ene (DBU) in a one-pot operation furnished azepino [2,3-b:4,5-b']diindoles, azocino [2,3-b:4,5-b']diindoles, and azonino[2,3-b:4,5-b']diindoles, respectively. Structural uniqueness of the products, broad substrate scope, mild reaction conditions, and readily available starting materials are the merits of this approach.

机译：RH（ii） - 用3-（2-溴乙基）吲哚，3-（3-溴丙基）吲哚和3-（4-溴丁基）吲哚的3-二氮吲哚-2-亚胺的反应，然后用1处理， 8-diazaboyclo [5.4.0] UNDEC-7-ENE（DBU）在一个替代的一锅操作中，提供紫红素[2,3-B：4,5-B'] Diindols，azocino [2,3-B：4， 5-B'] Diindols和Azonino [2,3-B：4,5-B'] Diindols。产品的结构唯一性，宽基底范围，温和的反应条件，以及易于获得的原料是这种方法的优点。

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来源
《The Journal of Organic Chemistry》 |2019年第15期|共9页
作者
Sheng Guorong; Li Zhenmin; Mao Jianming; Lu Ping; Wang Yanguang;
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Zhejiang Univ Dept Chem Hangzhou 310027 Zhejiang Peoples R China;

Zhejiang Univ Dept Chem Hangzhou 310027 Zhejiang Peoples R China;

Zhejiang Univ Dept Chem Hangzhou 310027 Zhejiang Peoples R China;

Zhejiang Univ Dept Chem Hangzhou 310027 Zhejiang Peoples R China;

Zhejiang Univ Dept Chem Hangzhou 310027 Zhejiang Peoples R China;

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正文语种 eng
中图分类有机化学;
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1. General Approach To Construct Azepino[2,3-b:4,5-b ']diindoles, Azocino[2,3-b:4,5-b ']diindoles, and Azonino[2,3-b:4,5-b ']diindoles via Rh(II)-Catalyzed Reactions of 3-Diazoindolin-2-imines with 3-(Bromoalkyl)indoles [J] . Sheng Guorong, Li Zhenmin, Mao Jianming, The Journal of Organic Chemistry . 2019,第15期

机译：构建萃构[2,3-B：4,5-B']迪吲哚[2,3-B：4,5-B'] Diindols，Azonino [2,3-B：4,5 -b']通过RH（II）的迪吲哚（II） - 用3-（溴代烷基）吲哚催化3-二氮吲哚嗪-2-亚胺的反应
2. A compact approach to an isomeric iheyamine a system and X-ray crystal structure of 5-methyl-5H-azepino[2,3-b : 4,5-b ']diindole [J] . Bremner JB, Sengpracha W, Skelton BW Synthetic Communications . 2008,第12期

机译：一种5-甲基-5H-氮杂环庚烷[2,3-b：4,5-b']二吲哚的异构体异丁胺系统和X射线晶体结构的紧凑方法
3. Copper-Carbene-Triggered Electrophilic Cyclization of o-Hydroxyarylenaminones with 3-Diazoindolin-2-imines: Synthesis of 3-Indolyl-4H-chronnen-4-ones and Pyrido[2,3-b:6,5-b ']diindoles [J] . Qian Jing, Lin Zhenwei, Wang Zaibin, The Journal of Organic Chemistry . 2019,第10期

机译：用3-二唑蛋白-2-亚胺的铜 - 卡宾触发o-羟基芳环胺的亲电环化：合成3-吲哚基-4h-chronnen-4-唑和吡啶[2,3-B：6,5-B'迪德尔
4. Synthetic Approaches to Calycanthaceae Alkaloids. III. Reductive Cyclization of 3, 3'-Bioxindoles. (1). A Formation of 5, 7-Dimethyl-11b, 11c-bis (2-dimethylaminoethyl)-5, 5a, 6a, 7, 11b, 11c-hexahydrofuro 2, 3-b : 5, 4-b' diindole. [O] . Tohru Hino 1961

机译：Calycanthaceae生物碱的合成方法。 III。还原环化3,3'-生物兴奋剂。（1）。形成5,7-二甲基-11b，11c-bis（2-二甲基氨基乙基）-5,5a，6a，7,11b，11c-六氢呋喃2,3-b：5,4-b'二吲哚。

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General Approach To Construct Azepino[2,3-b:4,5-b ']diindoles, Azocino[2,3-b:4,5-b ']diindoles, and Azonino[2,3-b:4,5-b ']diindoles via Rh(II)-Catalyzed Reactions of 3-Diazoindolin-2-imines with 3-(Bromoalkyl)indoles

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