Synthesis of 4,6-dinitroindole from 2,4,6-trinitrotoluene

Citation
Av. Samet et al., Synthesis of 4,6-dinitroindole from 2,4,6-trinitrotoluene, SYN COMMUN, 31(9), 2001, pp. 1441-1445
Citations number
10
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNTHETIC COMMUNICATIONS
ISSN journal
00397911 → ACNP
Volume
31
Issue
9
Year of publication
2001
Pages
1441 - 1445
Database
ISI
SICI code
0039-7911(2001)31:9<1441:SO4F2>2.0.ZU;2-#
Abstract
1-R-4,6-Dinitroindoles 4-6 (R=H, Me, Ts) could be obtained from 2-picryleth anol 1 (readily available from TNT) via selective reduction of or ortho-nit ro group by N2H4/FeCl3 and subsequent treatment with TsCl, to yield a key i ntermediate 3. This intermediate was converted to the above mentioned indol es.