Department of Chemistry, University of Manitoba, Winnipeg, Manitoba, Canada R3T 2N2.
Org Lett. 2009 Dec 3;11(23):5478-81. doi: 10.1021/ol902307m.
(E)-1,2-Dichlorovinyl ethers and amides are easily accessible from trichloroethylene via nucleophilic addition across in situ synthesized dichloroacetylene. A one-pot, sequential Suzuki-Miyaura coupling/intramolecular direct arylation between dichlorovinyl ethers and organoboronic acids provides easy access to a variety of benzofurans in only two steps from inexpensive commercially available compounds. The method is extendable to the preparation of indoles from the analogous dichlorovinyl amides.
(E)-1,2-二氯乙烯基醚和酰胺可以很容易地从三氯乙烯通过原位合成的二氯乙炔的亲核加成来获得。一锅法、连续的Suzuki-Miyaura 偶联/二氯乙烯基醚和硼酸之间的分子内直接芳基化反应，仅通过两步从廉价的商业可得化合物中提供了各种苯并呋喃的简便途径。该方法可扩展到类似的二氯乙烯基酰胺制备吲哚。
