13148-46-4Relevant academic research and scientific papers
Preparation, characterization, and cycloaddition reaction of the heterocumulenes attached directly to azulenes. An efficient strategy for the preparation of azulene-substituted heterocycles
Ito, Shunji,Okujima, Tetsuo,Kabuto, Chizuko,Morita, Noboru
, p. 4651 - 4659 (2007/10/03)
Preparation and cycloaddition reaction of novel azulene-substituted N-sulfinylamines 1 and 2 are reported. The influence of the -N=S=O group on the UV-vis and NMR spectra of the azulene ring to which it is bonded is discussed. X-ray crystal analysis of 1 revealed the syn-configuration and the twisted structure of the N-sulfinylamine moiety. The synthetic utility of 1 and 2 have been explored by the cycloaddition reaction to afford novel azulene-substituted heterocycles under high-pressure conditions. We also described herein the synthesis and some properties of related 2-azulenylisothiocyanate.
On amination and diazotization of azulene and its derivatives
Makosza,Osinski,Ostrowski
, p. 275 - 281 (2007/10/03)
A practical procedure for synthesis of 6-aminoazulene (3) via Vicarious Nucleophilic Substitution of Hydrogen (VNS) amination of azulene with 4-amino-1,2,4-triazole is reported. Amination with use of N,N,N-trimethylhydrazinium iodide (TMHI) of more electrophilic azulene derivatives, substituted at position 1-with CN or COPh group, afforded a mixture of 4-, 6-, and 8-aminoazulenes. Attempts to convert 6-aminoazulene (3) into diazonium salt failed, only formation of small quantities of the "auto-coupling" product, 1-(azulen-6-ylazo)-azulen-6-yl-amine, was observed.
