Unlocking Mizoroki-Heck-Type Reactions of Aryl Cyanides Using Transfer Hydrocyanation as a Turnover-Enabling Step

Fang Xianjie; Yu Peng; Cerai Gabriele Prina; Morandi Bill

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Unlocking Mizoroki-Heck-Type Reactions of Aryl Cyanides Using Transfer Hydrocyanation as a Turnover-Enabling Step

机译：使用转移氢氰化作为转换启用步骤，解锁芳基氰化物的Mizoroki-Heck型反应

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A new transfer hydrofunctionalization strategy to turnover H-M-II-X complexes has enabled both intra- and intermolecular Mizoroki-Heck (MH)-type reactions of aryl cyanides that are challenging to realize under traditional, basic conditions. Initially, a cascade carbonickelation/MH reaction of 2-cyanostyrenes was achieved using a key alkyne transfer hydrocyanation step. Mechanistic experiments supported the proposed catalytic cycle, including the turnover-enabling transfer hydrocyanation step. The reactivity was then extended to the intermolecular MH reaction of benzonitriles and styrenes.

机译：一种新的转移H-M-II-X络合物的转移加氢官能化策略使芳基氰化物的分子内和分子间Mizoroki-Heck（MH）型反应成为可能，这在传统的基本条件下难以实现。最初，使用关键炔烃转移氢氰化步骤实现了2-氰基苯乙烯的级联羰基化/ MH反应。机理实验支持了所提出的催化循环，包括促成转移的转移氢氰化步骤。然后将反应性扩展到苄腈和苯乙烯的分子间MH反应。

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《Chemistry: A European journal》 |2016年第44期|共5页
作者
Fang Xianjie; Yu Peng; Cerai Gabriele Prina; Morandi Bill;
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正文语种 eng
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关键词
alkenes; alkynes; cyanide; Mizoroki-Heck; transfer hydrofunctionalization;

机译：烯烃;炔烃;氰化物;Mizoroki-Heck;转移加氢官能化;

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1. Unlocking Mizoroki-Heck-Type Reactions of Aryl Cyanides Using Transfer Hydrocyanation as a Turnover-Enabling Step [J] . Fang Xianjie, Yu Peng, Cerai Gabriele Prina, Chemistry: A European journal . 2016,第44期

机译：使用转移氢氰化作为转换启用步骤，解锁芳基氰化物的Mizoroki-Heck型反应
2. Palladium-Catalyzed Mizoroki-Heck-Type Reaction of Aryl Trimethoxysilanes [J] . Ye ZS, Chen F, Luo F, Synlett . 2009,第13期

机译：钯催化芳基三甲氧基硅烷的偶氮基-Heck型反应
3. Unexpected formation of aryl-cyanides during the oxidative decomposition of aryl-cyanocuprates. Transfer of a non-transferable group? [J] . Claudia M.P.Kronenburg, Catelijne H.M.Amijs, Peter Wijkens, Tetrahedron letters: The International Journal for the Rapid Publication of Preliminary Communications in Organic Chemistry . 2002,第6期

机译：芳基氰基铜酸盐的氧化分解过程中意外生成的芳基氰化物。转让不可转让的团体？
4. Rhodium-catalyzed Mizoroki-Heck-type Reactions of Organotellurides with Olefins [C] . Kazunori Hirabayashi, Keisuke Uchida, Soichi Sato Symposium on Organometallic Chemistry . 2007

机译：铑催化的Mizoroki-Heck型与烯烃的有机纤维素的反应
5. Elementary Steps in Aqueous Proton Transfer Reactions: A First Principles Molecular Dynamics Study [D] . Thomas, Vibin 2012

机译：质子转移反应的基本步骤：分子动力学研究的第一原理
6. Design Synthesis and Validation of an Effective Reusable Silicon-Based Transfer Agent for Room-Temperature Pd-Catalyzed Cross-Coupling Reactions of Aryl and Heteroaryl Chlorides with Readily Available Aryl Lithium Reagents [O] . Dionicio Martinez-Solorio, Bruno Melillo, Luis Sanchez, -1

机译：一种有效可重复使用的硅基转移剂的设计合成和验证该转移剂可用于室温Pd催化的芳基和杂芳基氯化物与现成的芳基锂试剂的交叉偶联反应
7. Unexpected formation of aryl-cyanides during the oxidative decomposition of aryl-cyanocuprates. Transfer of a non-transferable group? [O] . Kronenburg, Claudia M.P, Amijs, Catelijne H.M, Wijkens, Peter, 2002

机译：在芳基氰基铜酸盐的氧化分解过程中意外形成芳基氰化物。转让不可转让的团体？

Unlocking Mizoroki-Heck-Type Reactions of Aryl Cyanides Using Transfer Hydrocyanation as a Turnover-Enabling Step

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