Development of microwave-assisted thermal electrocyclic reaction of an 67π-azahexatriene system and the applied to synthesis of bioactivity natural products

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Features of the microwave-assisted organic reaction are that the reproducibility is high in order to uniformly heat in reaction system. In the pericyclic reaction, its application to Diels-Alder reaction and Claisen rearrangement reaction was examined. However, that application to the electrocyclic reaction was not yet reported.We have examined the efficient synthesis of biological activity heterocyclic compounds through a construction of isoquinoline based on a microwave-assisted thermal electrocyclic reaction of an 6π-electrocn system.(1)Effect of microwave to thermal electrocyclic reaction of azahexatriene system(2)Synthesis of the new furo[3,2-h]isoquinoline alkaloid, TMC-120A, B, and C possessing inhibitory activity against the interleukin-5.(3)Synthetic study of phenanthridine alkaloid, trispheridine(4)Synthetic study of azaanthraquinone alkaloid, scorpinoneWe established the new synthetic method of isoquinolines based on a microwave-assisted thermal electrocyclic reaction. This method was applied, and the total. synthesis of the furo[3,2-h]isoquinoline alkaloid, TMC-120A,B,C, phenanthridine alkaloid, trispheridine, and azaanthraquinone alkaloid, scorpinone were achieved.