Derivatives of 1,4‐Naphthoquinone via 3‐(Phenyliodonio)‐1,2,4‐trioxo‐1,2,3,4‐tetrahydronaphthalenide

Abstract

Abstract The title compound 3 reacts with various electrophiles such as hydrogen halides, benzoyl chloride, iodomethane, and bromine to afford 3‐halo derivatives of 2‐hydroxy‐1,4‐naphthoquinone. 3 reacts also with dimethyl sulfide to give a trans‐ylidation product; photochemically, furan derivatives are formed with 2‐methyl‐2‐butene, styrene, and phenylacetylene. Carbon disulfide affords the 2‐thioxo‐1,3‐oxathiole derivative 15 .