Campo Marino A, Larock Richard C
Department of Chemistry, Iowa State University, Ames, Iowa 50011, USA.
J Org Chem. 2002 Aug 9;67(16):5616-20. doi: 10.1021/jo020140m.
The synthesis of various substituted fluoren-9-ones has been accomplished by the palladium-catalyzed cyclocarbonylation of o-halobiaryls. The cyclocarbonylation of 4'-substituted 2-iodobiphenyls produces very high yields of 2-substituted fluoren-9-ones bearing either electron-donating or electron-withdrawing substituents. 3'-Substituted 2-iodobiphenyls afford 3-substituted fluoren-9-ones in excellent yields with good regioselectivity. This chemistry has been successfully extended to polycyclic fluorenones and fluorenones containing fused isoquinoline, indole, pyrrole, thiophene, benzothiophene, and benzofuran rings.
通过钯催化的邻卤代联芳基的环羰基化反应实现了各种取代芴-9-酮的合成。4'-取代的2-碘代联苯的环羰基化反应能以非常高的产率生成带有供电子或吸电子取代基的2-取代芴-9-酮。3'-取代的2-碘代联苯能以优异的产率和良好的区域选择性得到3-取代芴-9-酮。这种化学方法已成功扩展到多环芴酮以及含有稠合异喹啉、吲哚、吡咯、噻吩、苯并噻吩和苯并呋喃环的芴酮。
