Palladium‐Catalyzed Selective Synthesis of Dibenzo[ c , e ]azepin‐5‐ols and Benzo[ c ]pyrido[2,3‐ e ]azepin‐5‐ols | Zendy

Yao Xinrong | Zendy; Shao Yinlin | Zendy; Hu Maolin | Zendy; Zhang Maosheng | Zendy; Li Shaotong | Zendy; Xia Yuanzhi | Zendy; Cheng Tianxing | Zendy; Chen Jiuxi | Zendy

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

Author(s) -

Yao Xinrong,

Shao Yinlin,

Hu Maolin,

Zhang Maosheng,

Li Shaotong,

Xia Yuanzhi,

Cheng Tianxing,

Chen Jiuxi

Publication year - 2019

Publication title -

advanced synthesis and catalysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.541

H-Index - 155

eISSN - 1615-4169

pISSN - 1615-4150

DOI - 10.1002/adsc.201900705

Subject(s) - chemistry , palladium , tandem , catalysis , stereochemistry , medicinal chemistry , selectivity , organic chemistry , materials science , composite material

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.

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