SYNTHESIS OF 4, 6-DINITROINDOLE FROM 2, 4, 6-TRINITROTOLUENE

…, VV Semenov, AC Buchanan III, AA Gakh

Index: Samet; Zakharov; Semenov; Buchanan III; Gakh Synthetic Communications, 2001 , vol. 31, # 9 p. 1441 - 1445

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Citation Number: 18

Abstract

1-R-4, 6-Dinitroindoles 4–6 (R= H, Me, Ts) could be obtained from 2-picrylethanol 1 (readily available from TNT) via selective reduction of ortho-nitro group by N2H4/FeCl3 and subsequent treatment with TsCl, to yield a key intermediate 3. This intermediate was converted to the above mentioned indoles.