生物活性複素環天然物及び関連複素芳香環化合物合成への6pi電子系ァザ67pi電子系電子環状反応の活用に関する研究

摘要

Since 1979， synthetic studies 01 bioactive heterocyclic natural products and condensed heteroaromatic compounds based on the thermal electrocyclic reaction of 67r-electfon or aza-67r-electron systems incorporating the double bond of the principal aromatic or heteroaromatic ring have been conducted by our research group. In this review, five types of electrocyclic and azaelectrocyclic reaction are described:1)the synthesis of the carbazole alkaloids hyellazole and 6-chlorohyellazole through the electrocyclic reaction of 2,3-bisalkenylindoles; 2) synthetic studies of the pyridocarbazole alkaloids ellipticine and olivacine through the electrocyclic reactions of the indole-2，3- and pyridine-3,4-quinodimethane intermediates; 3) synthetic studies of polysubstituted carbazole alkaloids through the allene-mediated electrocyclic reactions involving the indole 2,3-bond; 4) synthetic studies of fused pyridine rings through the azaelectrocyclic reaction of the l-aza-67r-electron system using the oxime or oxime ether; and 5) synthetic studies of fused pyridine rings through the azaelectrocyclic reaction of the 2-aza-67r-electron system using a carbodiimide or isocyanate.