Palladium‐Catalyzed Selective Synthesis of Dibenzo[<i>c</i>,<i>e</i>]azepin‐5‐ols and Benzo[<i>c</i>]pyrido[2,3‐<i>e</i>]azepin‐5‐ols

Abstract

Abstract An efficient palladium‐catalyzed tandem addition/cyclization of 2′‐formyl‐[1,1′‐biaryl]‐2‐carbonitriles with arylboronic acids is reported. This reaction affords dibenzo[ c , e ]azepin‐5‐ols and benzo[ c ]pyrido[2,3‐ e ]azepin‐5‐ols with excellent selectivity and wide functional group compatibility. The dibenzo[ c , e ]azepin‐5‐ols show good cell growth inhibitory activity against a triple‐negative breast cancer cell line. Moreover, the proposed mechanistic rationale for this tandem process is supported by theoretical calculations. magnified image