Issue 48, 2020

Base-promoted domino-borylation-protodeboronation strategy

Abstract

Since a nucleophilic sp2 boron species can be generated in situ under the combined action of an inorganic base, B2pin2 and methanol, research on base-promoted nucleophilic borylation of unsaturated compounds has attracted significant attention. A series of multi-borylated compounds, such as alkyl 1,2-bis(boronates), gem-diborylalkanes, and 1,1,2-tris(boronates), are constructed based on this strategy. These multi-borylated compounds can in turn undergo selective protodeboronation, creating a variety of useful boron-containing compounds. This Feature article documents the development of base-promoted domino-borylation-protodeboronation (DBP) strategies and their applications in organic synthesis.

Graphical abstract: Base-promoted domino-borylation-protodeboronation strategy

Article information

Article type
Feature Article
Submitted
22 Jan 2020
Accepted
28 Apr 2020
First published
04 May 2020

Chem. Commun., 2020,56, 6469-6479

Base-promoted domino-borylation-protodeboronation strategy

Z. Kuang, K. Yang, Y. Zhou and Q. Song, Chem. Commun., 2020, 56, 6469 DOI: 10.1039/D0CC00614A

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