抄録
A copper-catalyzed electrophilic etherification of arylboronic esters is reported. Isoxazolidines are utilized as easily available and stable [RO]+ surrogates to give 1,3-amino aryl ethers. The O-selective arylation of isoxazolidines takes place without causing competitive N-arylation. In contrast to previously reported anionic conditions, our copper-catalyzed conditions are mild enough to achieve high functional group tolerance. Preliminary mechanistic studies and DFT calculations support that the reaction proceeds via a transmetalation/oxidative addition pathway, followed by a Lewis acid-promoted reductive elimination to induce the crucial O-selectivity.
本文言語 | English |
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ページ(範囲) | 1869-1872 |
ページ数 | 4 |
ジャーナル | Chemistry - An Asian Journal |
巻 | 15 |
号 | 12 |
DOI | |
出版ステータス | Published - 2020 6 17 |
ASJC Scopus subject areas
- Biochemistry
- Organic Chemistry