Aromatic nucleophilic denitrocyclization reactions

Authors
Citation
S. Radl, Aromatic nucleophilic denitrocyclization reactions, CHEM LISTY, 95(9), 2001, pp. 540-548
Citations number
122
Categorie Soggetti
Chemistry
Journal title
CHEMICKE LISTY
ISSN journal
00092770 → ACNP
Volume
95
Issue
9
Year of publication
2001
Pages
540 - 548
Database
ISI
SICI code
0009-2770(2001)95:9<540:ANDR>2.0.ZU;2-R
Abstract
Sufficiently activated aromatic nitro groups are known to undergo replaceme nt with various nucleophiles. Intramolecular version of this reaction is ca lled aromatic denitrocyclization reaction. Five-, six-, seven-, and even ei ght-membered rings are formed with oxygen, sulfur, nitrogen, and carbon nuc leophiles involved. The present review covers the most important reactions of this type, such as the Turpin reaction and similar methods of preparatio n leading to phenothiazines, dihydrophenazines, dithiines, and dioxines, as well as some less frequent interesting reactions of this type.