Synthesis of Alkylboronic Esters from Alkyl Iodides

Author:

Liu Qianyi,Liang Hao,Zhou Shangyong,Zhang Lei,Yang Jianxin,Yin Yunxing,Yang Yang,Qiu Di,Mo* Fanyang

Abstract

Abstract This chapter describes the procedure for synthesis of alkylboronic esters from alkyl iodides. It presents some of the important points to be considered, the conditions that need to be maintained, characterization data, and the reagents required, as well as the techniques used and the equipment setup that are vital to carrying out the process. The chapter also describes the hazards associated with working with chemicals and the ways to deal with these hazards. Alkylboronic acids and esters are versatile building blocks in transition‐metal‐catalyzed cross‐coupling reactions and key intermediates in functional group interconversions. Conventional methods to prepare alkylboronates include the electrophilic borylation of organolithium reagents or Grignard reagents, transition‐metal‐catalyzed hydroboration of olefins, and transition‐metal‐catalyzed C–H borylation of hydrocarbons.

Publisher

Wiley

Reference14 articles.

1. School of Materials Science and Engineering Peking University Beijing 100871 China; Email:fmo@pku.edu.cn. ORCID (Fanyang Mo): 0000‐0002‐4140‐3020. The project is supported by Natural Science Foundation of China (Grant Nos. 21772003 21933001 22071004).

2. Transition-Metal-Free Borylation of Alkyl Iodides via a Radical Mechanism

3. Palladium-Catalyzed Cross-Coupling Reactions of Organoboron Compounds

4. Reactivity and Synthetic Applications of Multicomponent Petasis Reactions

5. Organoboranes. 31. A simple preparation of boronic esters from organolithium reagents and selected trialkoxyboranes

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