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Synthesis of a Masked 2,3-Diaminoindole
Philip Z Mannes1, Evans O Onyango1, Gordon W Gribble1
1Department of Chemistry, Dartmouth College , Hanover, New Hampshire 03755-3564, United States.
The Journal of Organic Chemistry
|December 17, 2016
Abstract:
A three-step synthesis of masked 2,3-diaminoindole 1 from 2-iodo-3-nitro-1-(phenylsulfonyl)indole (2) has been developed. Treatment of 1 with trifluoroacetic acid generates the unstable 2,3-diamino-1-(phenylsulfonyl)indole (3), which can be trapped with α-dicarbonyl compounds to afford 5H-pyrazino[2,3-b]indoles 7-10.