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Palladium(II)-Catalyzed Redox-Neutral Cyclizations of Alkynes Containing Alkenyl or Electrophilic Functional Groups: A Convenient Synthesis of Carbocycles and Heterocycles
Synlett ( IF 1.7 ) Pub Date : 2018-08-23 , DOI: 10.1055/s-0037-1609913
Xiuling Han 1 , Xiyan Lu
Affiliation  

Abstract

The palladium(II)-catalyzed redox-neutral cyclizations of alkynes bearing alkenyl or electrophilic functional groups, such as carbonyl, imino, or cyano groups, were developed to provide convenient approaches to various carbocycles and heterocycles. These tandem reactions are initiated by nucleopalladation of alkynes, transmetalation of arylboron reagents with palladium, or hydropalladation of alkynes, and they are quenched by β-heteroatom elimination, addition to electron-deficient alkenes, or addition to carbon–heteroatom multiple bonds. This account reviews these types of reaction, with a focus on our contributions to the field.

1 Introduction

2 Tandem Reactions of Functionalized Alkynes Initiated by Nucleo­palladation

3 Tandem Reactions Of Functionalized Alkynes Initiated by Transmetalation of Palladium(Ii) with Arylboron Reagents

4 Tandem Reactions of Functionalized Alkynes Initiated by Hydro­palladation

5 Conclusion

The palladium(II)-catalyzed redox-neutral cyclizations of alkynes bearing alkenyl or electrophilic functional groups, such as carbonyl, imino, or cyano groups, were developed to provide convenient approaches to various carbocycles and heterocycles. These tandem reactions are initiated by nucleopalladation of alkynes, transmetalation of arylboron reagents with palladium, or hydropalladation of alkynes, and they are quenched by β-heteroatom elimination, addition to electron-deficient alkenes, or addition to carbon–heteroatom multiple bonds. This account reviews these types of reaction, with a focus on our contributions to the field.

1 Introduction

2 Tandem Reactions of Functionalized Alkynes Initiated by Nucleo­palladation

3 Tandem Reactions Of Functionalized Alkynes Initiated by Transmetalation of Palladium(Ii) with Arylboron Reagents

4 Tandem Reactions of Functionalized Alkynes Initiated by Hydro­palladation

5 Conclusion



中文翻译:

钯(II)催化的含烯基或亲电官能团的炔烃的氧化还原-中性环化:碳环和杂环的便捷合成

摘要

开发了钯(II)催化的带有炔基或亲电官能团(例如羰基,亚氨基或氰基)的炔烃的氧化还原中性环化反应,为各种碳环和杂环化合物提供了便利的方法。这些串联反应是由炔烃的核钯,芳基硼试剂与钯的金属转移或炔烃的加氢钯引发的,并通过β-杂原子消除,除电子缺陷的烯烃或碳-杂原子的多键而淬灭。该帐户回顾了这些类型的反应,重点是我们在该领域的贡献。

1引言

2核蛋白缩聚引发的官能化炔烃的串联反应

钯(Ii)与芳基硼试剂的金属转移引发的功能化炔烃的3级串联反应

氢化钯引发的功能化炔烃的4个串联反应

5结论

开发了钯(II)催化的带有炔基或亲电官能团(例如羰基,亚氨基或氰基)的炔烃的氧化还原中性环化反应,为各种碳环和杂环化合物提供了便利的方法。这些串联反应是由炔烃的核钯,芳基硼试剂与钯的金属转移或炔烃的加氢钯引发的,并通过β-杂原子消除,除电子缺陷的烯烃或碳-杂原子的多键而淬灭。该帐户回顾了这些类型的反应,重点是我们在该领域的贡献。

1引言

2核蛋白缩聚引发的官能化炔烃的串联反应

钯(Ii)与芳基硼试剂的金属转移引发的功能化炔烃的3级串联反应

氢化钯引发的功能化炔烃的4个串联反应

5结论

更新日期:2018-08-23
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