The organic photolytic reaction provides an efficient method in a few steps for the synthesis of the strain compounds and the complicated compounds, which are difficult to obtain by a classic reaction. Therefore, we examined a synthesis by photolytic reaction of several alkaloids having complicated structure. Photolysis of the diazotized 1-benzylisoquinolines gave the aporphine and morphinandienone alkaloids. Moreover, the 1-phenethylisoquinoline series afforded the homo-aporphine and homomorphinandienone alkaloids. Secondly, photolysis of several types of phenolic bromo-compounds furnished the aporphine, morphinandienone, proaporphine, proerythrinadienone, hasubanan related compound, homoaporphine, homomorphinandienone, homoproaporphine and Amaryllidaceae alkaloids.