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Short Paper | Regular issue | Vol 102, No. 11, 2021, pp.2179-2189
Published online, 5th August, 2021
DOI: 10.3987/COM-21-14518
An Efficient Synthesis of 2-Amino-4-(guaiazulen-1-yl)-4H-chromenes via Cycloaddition of 1-Hydroxy-2-(3-guaiazulenylium)benzenes with Malononitrile/Ethyl Cyanoacetate

Shuang Yang, Xin-Shuang Xiong, and Dao-Lin Wang*

*College of Chemistry and Material Science, Bohai University, Jinzhou, China


An efficient two-step method developed for the synthesis of 2-amino-4-(guaiazulen-1-yl)-4H-chromenes is described. The construction of these compounds was achieved by the reaction of guaiazulene and 2-hydroxy-benzaldehydes in the presence of perchloric acid, followed by cycloaddition of the resulting 1-hydroxy-2-(3-guaiazulenylmethylium)benzenes which allowed access to the title heterocycles.