SYNTHESIS OF UNUSUAL NAPHTHO2,1-bFURANS AND NOVEL 1H-BENZeINDOLINONES VIA SELECTIVE INTRAMOLECULAR CYCLIZATION

摘要

The 2-(2-methoxy-1-naphthyl)-3-oxobutanamides were treated with concentrated hydrochloric acid in acetic acid at room temperature to exclusively give the unusual 5-chloronaphtho2,1-bfurans in moderate to excellent yields. The same reaction was carried out in ethylene glycol at 80 °C to selectively produce the novel 1H-benzeindolinones in good yields. The characterization of the products and the reaction pathway of the selective intramolecular cyclization were discussed.