Lautens Mark, Yoshida Masahiro
Davenport Research Laboratories, Department of Chemistry, University of Toronto, Toronto, Ontario, Canada M5S 3H6.
J Org Chem. 2003 Feb 7;68(3):762-9. doi: 10.1021/jo0205255.
Alkynyl heteroaromatic compounds reacted with arylboronic acids to give addition products in the presence of a rhodium catalyst. The best results were obtained when a novel pyridine-substituted water-soluble phosphine ligand was used. The reactions proceed to give trisubstituted alkenes from various arylboronic acids and alkynyl heteroaromatic compounds with high regioselectivity. Only alkynes with a nitrogen atom in proximity to the triple bond were converted to the corresponding alkenes, as expected for a chelation-controlled addition.
在铑催化剂存在下，炔基杂芳族化合物与芳基硼酸反应生成加成产物。使用新型吡啶取代的水溶性膦配体时可获得最佳结果。反应可从各种芳基硼酸和炔基杂芳族化合物中以高区域选择性生成三取代烯烃。正如螯合控制加成所预期的那样，只有三键附近带有氮原子的炔烃才能转化为相应的烯烃。
