Abstract
The first metal-free thermal protodeboronation of ortho- and para-phenol boronic acids in DMSO was developed. The protodeboronation was successfully applied to the synthesis of ortho- and meta-functionalized phenols using the boronic acid moiety as a blocking group and a directing group, respectively. Mechanistic studies suggested that this protodeboronation proceeds through the coordination of water to the boron atom followed by σ-bond metathesis.
Original language | English |
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Pages (from-to) | 12154-12160 |
Number of pages | 7 |
Journal | Journal of Organic Chemistry |
Volume | 78 |
Issue number | 23 |
DOIs | |
Publication status | Published - 2013 Dec 6 |
ASJC Scopus subject areas
- Organic Chemistry