Synthesis and reactions of [1]benzofuro[3,2-c]pyridine

(E)-3-(1-Benzofuran-2-yl)propenoic acid (I) was prepared from 1-benzofuran-2-carbaldehyde under the Doebner’s conditions. The obtained converted to corresponding azide II, which cyclized by heating in diphenyl ether [1]benzofuro[3,2-c]pyridin-1(2H)-one (III). This compound aromatized with phosphorus oxychloride chloroderivative IV reduced zinc and acetic title V. [1]Benzofuro[3,2-c]pyridin-2-oxide (VI) synthesized reaction of V 3-chloroperoxybenzoic dichloromethane. Treatment VI benzoyl chloride potassium cyanide (Reissert-Henze reaction) shown produce [1]benzofuro[3,2-c]pyridin-1-carbonitrile (VII). used for preparation complex compounds VIII, IX