ニッケル触媒を用いる置換反応による複素環合成

-[6-2+2]反応の開発-

抄録

A new synthetic strategy for heterocyclic compounds with transition metal-catalyzed reaction was developed. It was demonstrated that carbonyl moiety in a cyclic compound is susceptible to nucleophilic attack of nickel(0) complex, which allows an intermolecular formal [4+2] cycloaddition to alkynes via decarbonylation, decaroxylation or elimination of ketone. A nickel-catalyzed decarbonylative cycloadditon of N-arylphthalimides with alkynes affords substituted isoquinolones. A decarbonylative cycloaddition of phthalic anhydrides to alkynes is also successfully demonstrated using a nickel catalyst in association with a Lewis acid as a co-catalyst. A carboamination of alkynes with isatoic anhydrides to form quinolones is also achieved by a nickel-catalyzed decarboxylative cycloaddition. It is also demonstrated that a cycloaddition of salicylic acid ketal to alkyne using a nickel catalyst forms chromones through an elimination of a ketone.