Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 57, Issue 14, Pages 3641-3645Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201712618
Keywords
amines; C-N cleavage; C-O formation; ethers; late-stage functionalization
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Funding
- Chinese NSF [81773565, 81430080, 21702216]
- National Program on Key Basic Research Project of China [2015CB910603]
- International Cooperative Program [GJHZ1622]
- Chinese Academy of Sciences [160621]
- Shanghai Commission of Science and Technology [16XD1404600, 14431905300, 14431900400]
- SA-SIBS Scholarship Program
- China Postdoctoral Science Foundation
- JSPS [17H05430]
- JSPS KAKENHI [17H06173]
- Kobayashi International Scholarship Foundation
- YakuGaku ShinKoKai Foundation
- RIKEN
- Grants-in-Aid for Scientific Research [17H06173] Funding Source: KAKEN
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We have developed a simple and direct method for the synthesis of aryl ethers by reacting alcohols/phenols (ROH) with aryl ammonium salts (ArNMe3+), which are readily prepared from anilines (ArNR2, R=H or Me). This reaction proceeds smoothly and rapidly (within a few hours) at room temperature in the presence of a commercially available base, such as (KOBu)-Bu-t or KHMDS, and has a broad substrate scope with respect to both ROH and ArNR2. It is scalable and compatible with a wide range of functional groups.
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