Mononuclear heterocyclic rearrangements. Part 12. Rearrangement of 1,2,4-oxadiazoles into indazoles |
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| Authors: | Nicol Vivona Giuseppe Cusmano Gabriella Macaluso Vincenzo Frenna Michele Ruccia |
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| Institution: | Nicolò Vivona,Giuseppe Cusmano,Gabriella Macaluso,Vincenzo Frenna,Michele Ruccia |
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| Abstract: | The first example of a mononuclear heterocyclic rearrangement involving an XYZ = CCN side-chain sequence is reported. The 3-(o-aminophenyl)-, and 3-(o-methylaminophenyl)-5-methyl-1,2,4-oxadiazoles ( 3a,b ) gave a thermally induced rearrangement into 3-acylaminoindazoles ( 4a,b ). On the other hand, the 3-(o-acetylaminophenyl)-5-methyl-1,2,4-oxadiazole ( 3c ) produced a base induced rearrangement into 3-acetylaminoindazole ( 4a ). |
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