59269-93-1

An efficient procedure for the synthesis of 2,2-disubstituted benzocyclic ketones by intramolecular carbopalladation of nitriles has been developed. The cyclization of substituted 3-(2-iodoaryl)propanenitriles affords indanones in high yields. The reactio

An efficient procedure for the synthesis of 2,2-disubstituted benzocyclic ketones by intramolecular carbopalladation of nitriles has been developed. The cyclization of substituted 3-(2-iodoaryl)-propanenitriles affords indanones in high yields. The reaction is compatible with a wide variety of functional groups. This methodology has been extended to the synthesis of tetralones and cyclopentenones.

The Wittig-Horner reaction of dimethyl phthalide-3-phosphonates with various ketones was investigated under the conditions: lithium bis(trimethylsilyl)amide (LHMDS) or sodium hydride in tetrahydrofuran, and cesium carbonate in isopropyl alcohol. The sequential treatment of the 3-ylidenephthalides with diisobutylaluminium hydride (DIBAL-H) and pyridinium dichromate (PDC) afforded 2,2-disubstituted indan-1,3-dione derivatives in modest to high overall yields.