Investigation On Synthetic Method Of The New Azulenes Derivatives Based On Guaiazulene

With the gradual development of organic synthesis technology and thedeepening of the non-benzene aromatics chemical research, azulene chemistryas an important part of the non-benzene aromatics chemistry has been gotwidespread concern of chemical workers. Guaiazu-lene derivatives are widelypresent in many kinds of natural organic productions, because of their uniquebiological and pharmacological activity, it has a wide range of applications inthe pharmaceutical, chemical, cosmetics and other fields, becoming one of thehot spots of organic synthesis.Firstly, this paper describe that1-cyanoacetylguaiazulene (2) wassynthesized as raw materials.,design and synthesis of1-ketoenamineguaiazulene. Using it as basic raw material,by the manner of one-pot, reactionnew guaiazulene derivatives replaced with heterocyclic（5a-5k,6a-6b） were synthesized by condensation reaction with1-ketoenamine guaiazulene (2) andthe amino group-containing nucleophile.Secondly, using of simple and direct method, p-TsOH catalysis, afterFriedele-Crafts alkyl group of Paale-Knorr reaction to obtain the targetproduct--the guaiazulene derivatives replaced with furan (10a-10n) weresynthesized with guaiazulene and1,4-diaryl-2-butene-1,4-dione.Finally,1-cyanoacetylguaiazulene having a cyclization condensationreaction with aryl malononitrile synthesized2-alkyl-4-imino-3-(guaiazulen-1-yl)cyclobutane-1,1–dicarbonitrile theguaiazulene derivatives (14a-14h).All the compounds were fully characterized by elemental analysis, IR, MS,1H NMR,13C NMR spectral data.