𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Synthesis of 2-formyl-1-aza-dibenzo[e,h]azulenes

✍ Scribed by Dijana Pešić; Ivana Ozimec Landek; Ana Čikoš; Biserka Metelko; Vesna Gabelica; Barbara Stanić; Mladen Merćep; Milan Mesić

Publisher
Journal of Heterocyclic Chemistry
Year
2007
Tongue
English
Weight
394 KB
Volume
44
Category
Article
ISSN
0022-152X

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

magnified image

Synthesis of a novel heterocyclic class of compounds, 1‐aza‐dibenzo[e,h]azulenes [1] (6a‐c and 7a‐c), derived from dibenzo[b,f]oxepin, its 8‐chloro analogue and dibenzo[b,f]thiepin, respectively, is described. Aldol condensation of the starting ketones 4a‐c with (dimethyl‐hydrazono)‐acetaldehyde affords hydrazonoethylidene derivatives 5a‐c, which on reduction with sodium dithionite and subsequent cyclization provide the target tetracyclic 1‐aza‐dibenzo[e,h]azulenes 6a‐c. Regiospecific formylation of 6a‐c with Vilsmeier reagent leads to 2‐formyl derivatives 7a‐c. A series of derivatives 6a‐c and 7a‐c was tested for antiinflammatory activity as potential inhibitors of tumor necrosis factor alpha (TNF‐α) production in vitro.

📜 SIMILAR VOLUMES

Synthesis and anti-inflammatory activity
Synthesis and anti-inflammatory activity of 8H-1-thia-8-aza-dibenzo[e,h]azulenes
✍ Ivana Ozimec Landek; Dijana Pešić; Mladen Merćep; Barbara Stanić; Milan Mesić 📂 Article 📅 2011 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 162 KB

## Abstract Synthesis of a novel class of fused heterotetracyclic compounds, 8__H__‐1‐thia‐8‐aza‐dibenzo[__e__,__h__]azulenes (**VII**), is described. Starting __N__‐benzoyl‐protected 5__H__‐dibenzo[__b__,__f__]azepine (**XI**, PG = Bz) was oxidized to 5‐benzoyl‐10,11‐epoxy‐10,11‐dihydro‐5__H__‐dib

Synthesis Of 1,8-dioxa-dibenzo[e,h]azule
Synthesis Of 1,8-dioxa-dibenzo[e,h]azulenese
✍ Dijana Pešić; Ivana Ozimec Landek; Mladen Merćaep; Milan Mesića 📂 Article 📅 2006 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 339 KB

## Abstract magnified image A novel synthetic route to 2‐methyl‐1,8‐dioxa‐dibenzo[__e,h__]azulenes [1] __via__ cyclisation of the corresponding 1,4‐dicarbonyl compound is described. 1,4‐Dicarbonyl compounds were synthesized by the alkylation reaction of the 11__H__‐dibenzo[__b,f__]oxepine‐10‐one w

ChemInform Abstract: 2,8-Dithia-dibenzo[
ChemInform Abstract: 2,8-Dithia-dibenzo[e,h]azulenes and Their 8-Oxa Analogues. Synthesis and Antiinflammatory Activity.
✍ Ivana Ozimec Landek; Dijana Pesic; Predrag Novak; Barbara Stanic; Krunoslav Nuji 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 37 KB 👁 2 views

## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable v