This account summarizes the Cu-catalyzed borylative functionalizations of unsaturated hydrocarbons that we have developed over the past decade. First, we focus on the regioselective hydroboration of unsymmetrical internal alkynes and 1,2-dienes. Secondly, a borylative allyl–allyl coupling using 1,2-dienes, B₂pin₂, and an allyl phosphate is presented. Thirdly, we introduce the boroacylation and boroformylation of 1,2-dienes by using an acid anhydride or formate, respectively, as the electrophile. Lastly, we describe the synthesis of 2-boryl-1,3-butadienes and cyclic allylborates. These reactions offer a versatile method for synthesizing a broad range of useful compounds and also provide a detailed understanding of the reaction mechanism, which could lead to the development of catalysts that are both more efficient and more selective.

1 Introduction

2 Hydroboration of Alkynes

3 Hydroboration of 1,2-Dienes and 1,3-Dienes

4 Synthesis of 2-Boryl-1,3-butadienes

5 Boroallylation of 1,2-Dienes

6 Boroacylation of 1,2-Dienes

7 Boroformylation of 1,2-Dienes and 1,3-Dienes

8 Synthesis of Cyclic Allylborates

9 Conclusion and Outlook

该帐户总结了我们在过去十年中开发的不饱和烃的铜催化硼基化功能化。首先，我们关注不对称内部炔烃和 1,2-二烯的区域选择性硼氢化。_{其次，使用 1,2-二烯 B 2} pin ₂的硼基化烯丙基偶联，并呈现磷酸烯丙酯。第三，我们分别使用酸酐或甲酸盐作为亲电子试剂，介绍了 1,2-二烯的硼酰化和硼甲酰化。最后，我们描述了 2-boryl-1,3-丁二烯和环烯丙基硼酸酯的合成。这些反应提供了一种合成各种有用化合物的通用方法，还提供了对反应机理的详细了解，这可能会导致开发出更高效、更具选择性的催化剂。

1 简介

2 炔烃的硼氢化

3 1,2-二烯和1,3-二烯的硼氢化

4 2-Boryl-1,3-丁二烯的合成

5 1,2-二烯的硼烯丙基化

6 1,2-二烯的硼酰化

7 1,2-二烯和 1,3-二烯的硼甲酰化

8 环硼酸烯丙酯的合成

9 结论与展望