Chemical and Pharmaceutical Bulletin p. 3373 - 3377 (1984)
Update date:2022-08-03
Topics:
Watanabe
Kawada
Takamoto
et al.
5-Acetylspiro[benzofuran-2(3H),1'-cyclopropan]-3-one (3a, AG-629), previously found to be the most potent antiulcer compound in a series of spirocyclopropanes, was obtained by one step synthesis starting from methyl 5-acetyl-2-[(tetrahydro-2-oxo-3-furanyl)oxy]benzoate (1a). In this reaction, 5,10'-(diacetyl-5',6'-dihydrospiro[benzofuran-2(3H),4'(3'H)-[2H]oxocino[3, 2-b]-benzofuran]-3-one (5a), which has a new ring system, and 1H,3H-8-acetyl-4,5-dihydro-naphtho[1,2-c:4,3-b']difuran-1-one (6) were isolated as by-products. A possible reaction mechanism is presented.
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