The Mizoroki–Heck reaction is considered as one of the most ingenious and widely used methods for constructing C–C bonds. This reaction mainly focuses on activated olefins (styrenes, acrylates, or vinyl ethers) and aryl/vinyl (pseudo) halides. In comparison, the studies on unactivated alkenes and alkyl electrophiles are far less due to the low reactivity, poor selectivity, as well as competitive β-H elimination. In the past years, a growing interest has thus been devoted and significant breakthroughs have been achieved in the employment of unactivated alkenes and alkyl electrophiles as the reaction components, and this type of coupling is called as Heck-type or Heck-like reaction, which distinguishes from the traditional Heck reaction. Herein, we give a brief summary on Heck-type reaction between unactivated alkenes and alkyl electrophlies, covering its initial work, recent advancements, and mechanistic discussions.

1 Introduction

2 Intramolecular Heck-Type Reaction of Unactivated Alkenes and Alkyl Electrophiles

2.1 Cobalt-Catalyzed Intramolecular Heck-Type Reaction

2.2 Palladium-Catalyzed Intramolecular Heck-Type Reaction

2.3 Nickel-Catalyzed Intramolecular Heck-Type Reaction

2.4 Photocatalysis and Multimetallic Protocol for Intramolecular Heck-Type Reaction

3 Intermolecular Heck-Type Reaction of Unactivated Alkenes and Alkyl Electrophiles

3.1 Electrophilic Trifluoromethylating Reagent as Reaction Partners

3.2 Alkyl Electrophiles as Reaction Partners

4 Oxidative Heck-Type Reaction of Unactivated Alkenes and Alkyl Radicals

5 Conclusions and Outlook

Mizoroki-Heck反应被认为是构建C-C键的最巧妙和广泛使用的方法之一。该反应主要集中在活化的烯烃（苯乙烯，丙烯酸酯或乙烯基醚）和芳基/乙烯基（假）卤化物上。相比之下，由于反应性低，选择性差以及竞争性的β-H消除，对未活化的烯烃和亲电试剂的研究少得多。因此，在过去的几年中，人们一直在关注日益增长的兴趣，并且在使用未活化的烯烃和亲电试剂作为反应组分方面已经取得了重大突破，这种偶联被称为Heck型或Heck型反应，不同于传统的Heck反应。在此，我们简要概述了未活化烯烃与烷基电泳之间的Heck型反应，

1引言

2未活化的烯烃与烷基亲电试剂的分子内Heck型反应

2.1钴催化的分子内Heck型反应

2.2钯催化的分子内Heck型反应

2.3镍催化的分子内Heck型反应

2.4分子内Heck型反应的光催化和多金属方案

3未活化的烯烃和烷基亲电试剂的分子间Heck型反应

3.1亲电子三氟甲基化试剂作为反应伙伴

3.2烷基亲电试剂作为反应伙伴

4未活化的烯烃和烷基自由基的氧化Heck型反应

5结论与展望