| Summary: | 碩士 === 高雄醫學大學 === 醫藥暨應用化學系碩士班 === 92 === Part Ⅰ
A novel route to substituted 3,4-dihydroisoquinolin-1(2H)-ones is established. The key intermediates, substituted o-oxiranylmethylbenzo-
nitriles prepared from isovanillin via 5 steps, were respectively reacted with sodium cyanoborohydride to give a series of substituted 3,4-dihydroisoquinolin-1(2H)-one as major products.
Part Ⅱ
An efficient, inexpensive, and environmental concerning route to the synthesis of substituted benzonitriles bearing an oxazolidin-2-one ring from isovanillin is described. The key intermediate, o-oxiranylmethyl-
benzonitriles, was allowed to react with potassium cyanate in aqueous media to give a series of new substituted benzonitriles bearing
oxazolidin-2-one efficiently.
Part Ⅲ
A new and highly efficient method for the conversion of oxiranes to thiiranes was established. Via the treatment of oxiranes with potassium thiocyanate in aqueous media under microwave irradiation, thiiranes were obtained efficiently and quickly within 5 minutes in high yields (over 80 %).
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