Synthesis and Reactions of 9,10,11-Triptindantrione and Some Other Functionalized Tribenzopropellanes (9H,10H-4b,9a-(Benzenomethano)indenoindenes

Article abstract of DOI:10.1021/jo00015a034

A new and efficient route to the tribenzo<3.3.3>propellane 1 (triptindan) and to some interesting derivatives such as 9-triptindanone (13) and 9,10,11-triptindantrione (3) has been developed.The propellane framework of 13 is accessible from 1,3-indandione in only two steps.Triketone 3, a versatile substrate with formal C_3v molecular symmetry, is obtained from 13 in two further steps.First examples are presented for reactions of 3 leading to more complex benzoannelated centropolyquinanes (centropolyindans).