1,2,5-Oxadiazolo[3,4-g]indoles via annelation of 6,7-dihydrobenzo[c][1,2,5]oxadiazol-4(5H)-one oxime with acetylene

Add time:07/12/2019    Source:sciencedirect.com

6,7-Dihydrobenzo[c][1,2,5]oxadiazol-4(5H)-one oxime is annelated with acetylene in the KOH/DMSO/H2O system under pressure to give NH- or N-vinyl-5,8-dihydro-4H-[1,2,5]oxadiazolo[3,4-g]indoles in 29 and 68% yields, respectively. These derivatives are readily aromatized with DDQ at room temperature to the expected indoles.

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