Burton Ryan R, Tam William
Guelph-Waterloo Centre for Graduate Work in Chemistry and Biochemistry, Department of Chemistry, University of Guelph, Guelph, Ontario, Canada N1G 2W1.
Org Lett. 2007 Aug 16;9(17):3287-90. doi: 10.1021/ol0712531. Epub 2007 Jul 20.
The ruthenium-catalyzed cyclization of azabenzonorbornadienes with alkynes leads to an unanticipated dihydrobenzoindole framework. Depending on the structure of the alkyne and the Ru catalyst, either a dihydrobenzoindole and/or a [2+2] cycloaddition product could be formed. CpRu(COD)Cl was found to be an active catalyst for the cyclization of an azabenzonorbornadiene with a propargylic alcohol to produce the dihydrobenz[g]indole as a single regio and stereoisomer in good yield. For other alkynes, selective formation of the dihydrobenz[g]indole is possible by using a cationic Ru catalyst, [CpRu(CH3CN)3]PF6.
钌催化氮杂苯并降冰片二烯与炔烃的环化反应生成了一个意想不到的二氢苯并吲哚骨架。根据炔烃和钌催化剂的结构，可能会形成二氢苯并吲哚和/或[2+2]环加成产物。发现CpRu(COD)Cl是一种活性催化剂，可用于氮杂苯并降冰片二烯与炔丙醇的环化反应，以高收率生成单一区域和立体异构体的二氢苯并[g]吲哚。对于其他炔烃，通过使用阳离子钌催化剂[CpRu(CH3CN)3]PF6可以选择性地形成二氢苯并[g]吲哚。
