Autor: |
Wada, Yukinori, Ichikawa, Junji, Katsume, Tadayuki, Nohiro, Tomoko, Okauchi, Tatsuo, Minami, Toru |
Zdroj: |
Bulletin of the Chemical Society of Japan; May 2001, Vol. 74 Issue: 5 p971-977, 7p |
Abstrakt: |
β,β-Difluorostyrenes bearing an oxygen (OH) or a sulfur (SH, SCOCH3) nucleophile linked by a methylene unit to the orthocarbon are prepared from 2,2,2-trifluoroethyl p-toluenesulfonate via the in situ generation of 2,2-difluorovinylboranes and their palladium-catalyzed cross-coupling reaction with aryl iodides. These styrene derivatives readily undergo intramolecular nucleophilic substitution of the oxygen and sulfur with loss of fluorine under basic conditions, leading to 3-fluoroisochromenes and 3-fluoroisothiochromenes in high yields. |
Databáze: |
Supplemental Index |
Externí odkaz: |
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