ELECTROPHILIC SUBSTITUTION AND CYCLIZATION OF 2,2'-BIS(N-METHYLINDOLYL) - A SIMPLE ACCESS TO POTENTIAL PROTEIN-KINASE-C INHIBITOR

A strategy is described for the synthesis of functionalized and cycliz ed 2,2'-bisindolyl derivatives related to several basic systems of nat ural products. The starting 2,2'-bis(N-methylindolyl) (8) reacts with a variety of electrophiles and electrophilic dienophiles to furnish th e novel, functionalized and cyclized bisindolyl derivatives 9-16. In a ddition, some reactivity and structural aspects are discussed; an X-ra y crystallographic analysis of the 2,2'-bisindolyl 8 provided valuable information for the conformational analyses.