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DOI: 10.1055/a-2081-8907
Borylative Difunctionalization of Unsaturated Hydrocarbons Using Borylcopper Species
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Abstract
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
Publication History
Received: 11 April 2023
Accepted after revision: 26 April 2023
Accepted Manuscript online:
26 April 2023
Article published online:
05 June 2023
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For Pd-catalyzed borylations, see:
For Ir-catalyzed borylations, see:
For Cu-catalyzed borylations, see:
For selected examples, see:
For selected examples, see: