Transition-Metal-Catalyzed Alkyl Heck-Type Reactions

被引:83
作者
Kurandina, Daria [1 ]
Chuentragool, Padon [1 ]
Gevorgyan, Vladimir [1 ]
机构
[1] Univ Illinois, Dept Chem, 845 West Taylor St, Chicago, IL 60607 USA
来源
SYNTHESIS-STUTTGART | 2019年 / 51卷 / 05期
基金
美国国家科学基金会; 美国国家卫生研究院;
关键词
Heck reaction; cross-coupling; alkyl halides; alkenes; transition-metal catalysis; 3-DEOXY-D-MANNO-2-OCTULOSONATE AMMONIUM KDO; CROSS-COUPLING REACTIONS; RADICAL ALKENYLATION; BENZYL HALIDES; EFFICIENT CATALYSTS; OXIDATIVE ADDITION; ALPHA-HALOAMIDE; D-MANNOSE; CYCLIZATION; BROMIDES;
D O I
10.1055/s-0037-1611659
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The Heck reaction is one of the most reliable and useful strategies for the construction of C-C bonds in organic synthesis. However, in contrast to the well-established aryl Heck reaction, the analogous reaction employing alkyl electrophiles is much less developed. Significant progress in this area was recently achieved by merging radical-mediated and transition-metal-catalyzed approaches. This review summarizes the advances in alkyl Heck-type reactions from its discovery early in the 1970s up until the end of 2018. 1 Introduction 2 Pd-Catalyzed Heck-Type Reactions 2.1 Benzylic Electrophiles 2.2 alpha-Carbonyl Alkyl Halides 2.3 Fluoroalkyl Halides 2.4 alpha-Functionalized Alkyl Halides 2.5 Unactivated Alkyl Electrophiles 3 Ni-Catalyzed Heck-Type Reactions 3.1 Benzylic Electrophiles 3.2 alpha-Carbonyl Alkyl Halides 3.3 Unactivated Alkyl Halides 4 Co-Catalyzed Heck-Type Reactions 5 Cu-Catalyzed Heck-Type Reactions 6 Other Metals in Heck-Type Reactions 7 Conclusion
引用
收藏
页码:985 / 1005
页数:21
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