Insertion of Isolated Alkynes into Carbon-Carbon sigma-Bonds of Unstrained Cyclic beta-Ketoesters via Transition-Metal-Free Tandem Reactions: Synthesis of Medium-Sized Ring Compounds

Zhou Yuanyuan; Tao Xianghua; Yao Qiyi; Zhao Yulei; Li Yanzhong

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Insertion of Isolated Alkynes into Carbon-Carbon sigma-Bonds of Unstrained Cyclic beta-Ketoesters via Transition-Metal-Free Tandem Reactions: Synthesis of Medium-Sized Ring Compounds

机译：通过无过渡金属的串联反应将分离的炔烃插入无应变的环状β-酮酸酯的碳-sigma-键中：中型环化合物的合成

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The transition-metal-free insertion of isolated alkynes into carbon-carbon sigma-bonds of unstrained cyclic beta-dicarbonyl compounds has been reported. These tandem reactions offer an efficient synthesis of medium-sized ring or fused-ring compounds through ring expansion. The methodology has the potential to be widely used throughout organic synthesis due to the easily accessible starting materials and mild reaction conditions.

机译：据报道，分离的炔烃可无过渡金属地插入未应变的环状β-二羰基化合物的碳-碳西格玛键中。这些串联反应可通过扩环有效合成中等大小的环或稠环化合物。由于易于获得的起始原料和温和的反应条件，该方法有可能在整个有机合成中广泛使用。

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《Chemistry: A European journal》 |2016年第50期|共4页
作者
Zhou Yuanyuan; Tao Xianghua; Yao Qiyi; Zhao Yulei; Li Yanzhong;
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正文语种 eng
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关键词
C-C activation; insertion; ketoesters; medium-ring compounds; tandem reactions;

机译：C-C活化;插入;酮酸酯;中环化合物;串联反应;

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1. Insertion of Isolated Alkynes into Carbon-Carbon sigma-Bonds of Unstrained Cyclic beta-Ketoesters via Transition-Metal-Free Tandem Reactions: Synthesis of Medium-Sized Ring Compounds [J] . Zhou Yuanyuan, Tao Xianghua, Yao Qiyi, Chemistry: A European journal . 2016,第50期

机译：通过无过渡金属的串联反应将分离的炔烃插入无应变的环状β-酮酸酯的碳-sigma-键中：中型环化合物的合成
2. Pd-Catalyzed One-Pot Insertion Reaction of Cyclic C-Acylimines into Carbon-Carbon sigma-Bonds for the Synthesis of Polyfunctional Indolin-3-ones from 2-Alkynyl Arylazides and Aryl Ketones [J] . Li Ping, Yong Wanxiong, Sheng Rong, Advanced synthesis & catalysis . 2019,第1期

机译：将环C-酰胺的PD-催化的单盆插入反应变成碳 - 碳Σ-键，用于合成来自2-炔基芳基芳基芳基 - 3-烷基酯和芳基酮的聚官能 - 3-粘合剂
3. Stereoselective Synthesis of Medium-Sized Cyclic Compounds by Means of Tandem Reactions of a Cyclic Oxosulfonium Ylide with Acetates of Baylis-Hillman Adducts [J] . Hitoshi Akiyama, Tetsuya Fujimoto, Katsuyoshi Ohshima, European journal of organic chemistry . 2001,第12期

机译：借助于环氧Ox叶立德与Baylis-Hillman加合物的乙酸的串联反应，对中型环状化合物进行立体选择性合成
4. Tandem Diels-Alder Reactions of Arynes: New Method for the Synthesis of Large Poly cyclic Aromatic Compounds and Nanographenes [C] . Diego Pena, Alejandro Criado, Dolores Perez European Symposium on Organic Chemistry . 2009

机译：Arynes的串联Diels-Alder反应：用于合成大聚环芳族化合物和纳米的新方法
5. Transition metal-catalyzed tandem carbon-oxygen and carbon-carbon bond forming reactions of alkynes in (1) the addition-cyclization of carboxylic acids with 1,6-diynes and in (2) the total synthesis of frondosin B. [D] . Goble, Stephen D. 2006

机译：炔烃的过渡金属催化串联碳-氧和碳-碳键形成反应在（1）羧酸与1,6-二炔的加成环化中和（2）frondosin B的总合成中。
6. Gold-catalyzed tandem reactions of amide–aldehyde–alkyne coupling and cyclization-synthesis of 245-trisubstituted oxazoles [O] . Pierre Querard, Simon A. Girard, Nick Uhlig, 2015

机译：金催化的酰胺-醛-炔烃偶联串联反应和245-三取代的恶唑的环化合成
7. Transition-Metal-Free Cross-Coupling Reaction of Iodocarboranes with Terminal Alkynes Enabled by UV Light: Synthesis of 1AlkynyloCarboranes and Carborane-Fused Cyclics [O] . -1

机译：通过UV光（UV光）使碘炔烃的无碘羰烷的无碘羰烷的无碘交叉偶联反应：1号炔氨基硼烷基和碳硼烷基循环的合成
8. Transition-Metal-Promoted Reactions of Boron Hydrides. 8. Nickel-Promoted Alkyne Insertion Reactions: A New Synthesis of the Four-Carbon Carborane nido-4,5,7,8-R4C4B4B4H4 [R] . Mirabelli, M. G., Sneddon, L. G. 1986

机译：过渡金属促进的氢化硼反应。 8.镍促进的炔烃插入反应：四碳碳硼烷nido-4,5,7,8-R4C4B4B4H4的新合成

Insertion of Isolated Alkynes into Carbon-Carbon sigma-Bonds of Unstrained Cyclic beta-Ketoesters via Transition-Metal-Free Tandem Reactions: Synthesis of Medium-Sized Ring Compounds

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