Synthesis and reactions of N-(azulen-1-ylmethylene)arylamines †

2‐Substituted (Azulen‐1‐yl)ethenes

“…2 ) and 3(pNO 2 ) and for thienylacetic acid 5, and good results were also obtained from the condensation of 4-pyridineacetic acid hydrochloride 6·HCl. The described condensation provides a convenient method for the preparation of compounds 9(oNO 2 ), 9(pNO 2 ) or 10, as well as for other 1-(azulen-1-yl)-2-arylethenes Ϫ which are difficult or even impossible to obtain in other ways.…”

“…The very simple availability of azulenic Schiff bases, [2] their ease of handling and the difficulties occurring in the synthetic procedures described above suggested that we could attempt the development of a versatile route for the generation of vinylazulenes through condensations between these bases and compounds containing activated methylene groups, starting from aryl-and heteroarylacetic acids.…”

“…[2] From the synthetic point of view the reported compounds are important because they are the building blocks for the generation of complex molecular structures. [3] Recently, azulene derivatives, especially compounds belonging to these two classes, have been receiving increasing attention because of their valuable optical and electrochemical properties: as dyes, [4] for the elaboration of nonlinear optical (NLO) materials [5] or for the generation of chemically modified electrodes with polymeric films on their surfaces.…”

Synthesis of azulenic compounds with a homo- or hetero-atomic double bond at position 1

“…Therefore, a great number of such bases have been obtained starting from both 4-substituted anilines and naphthylamines. 125 The condensation between aldehydes and amines is reversible with the equilibrium usually in favor of the starting reagents; therefore, the problem to be resolved remains the water elimination. Just by mixing the starting reagents for a determined time and eventually at a lower pressure, the condensation took place with near quantitative yield (Scheme 58).…”

Azulenic ß diketones. Synthesis, properties and five membered aromatic heterocyles building

“…2 Until now we have studied heterocyclic derivatives containing azulene and aromatic heterocyclic moieties joined by a double bond such as -N=N-, 3 -CH=N- 4 or -CH=CH-. 5 Our present interest is focused towards the synthesis and properties of compounds having a heterocycle directly substituted by azulene.…”