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Synthesis of pyrrolophenanthridones by aryl-aryl coupling reactions

Journal Article


Abstract


  • The N-aroyl-4,6-dimethoxyindoles (15-21), prepared from 4,6-dimethoxyindole (14), were converted by palladium acetate in acetic acid into the pyrrolophenanthridones (22-28) in moderate yields (30-65%). These products are related to some pyrrolophenanthridone alkaloids, which lack the methoxyl groups. Similar aryl-aryl coupling reactions of N-benzylindoles could not be effected. © 1993.

Publication Date


  • 1993

Citation


  • Black, D. S. C., Keller, P. A., & Kumar, N. (1993). Synthesis of pyrrolophenanthridones by aryl-aryl coupling reactions. Tetrahedron, 49(1), 151-164. doi:10.1016/S0040-4020(01)80515-9

Scopus Eid


  • 2-s2.0-0027531203

Start Page


  • 151

End Page


  • 164

Volume


  • 49

Issue


  • 1

Abstract


  • The N-aroyl-4,6-dimethoxyindoles (15-21), prepared from 4,6-dimethoxyindole (14), were converted by palladium acetate in acetic acid into the pyrrolophenanthridones (22-28) in moderate yields (30-65%). These products are related to some pyrrolophenanthridone alkaloids, which lack the methoxyl groups. Similar aryl-aryl coupling reactions of N-benzylindoles could not be effected. © 1993.

Publication Date


  • 1993

Citation


  • Black, D. S. C., Keller, P. A., & Kumar, N. (1993). Synthesis of pyrrolophenanthridones by aryl-aryl coupling reactions. Tetrahedron, 49(1), 151-164. doi:10.1016/S0040-4020(01)80515-9

Scopus Eid


  • 2-s2.0-0027531203

Start Page


  • 151

End Page


  • 164

Volume


  • 49

Issue


  • 1