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Paper | Special issue | Vol 39, No. 2, 1994, pp.613-622
Published online, 1st January, 1970
DOI: 10.3987/COM-94-S(B)54
A Convenient Synthesis of a Simple Coumarin from Salicylaldehyde and Witting Reagent (I): A Synthesis of Methoxy- and Hydroxycoumarins

Takashi Harayama,* Keiko Katsuno, Hiromi Nishioka, Masako Fujii, Yoshitaka Nishita, Hisashi Isii, and Yasuko Kaneko

*Faculty of Pharmaceutical Science, Okayama University, 1-1-1 Tsushima-naka, Okayama 700-8530, Japan


Reaction of methoxy- and hydroxysalicylaldehydes (1) with phosphorane in diethylaniline under reflux gave only coumarins (3) in high yields except for 3-methoxysalicylaldehyde (1b). It was clarified that methoxy group(s) at C4 and C6 on 1 facilitated the formation of 3.