Synthesis of Benzo[a]carbazoles from 2‐Arylindoles via a Sequential Propargylation, Propargyl‐Allenyl Isomerization, and 6π‐Electrocyclization

Bulletin of the Korean Chemical Society

Se Hee Kim¹  Jae Nyoung Kim¹  Jimin Kim²  Jin Woo Lim² 

[1] 757 Korea;Department of Chemistry and Institute of Basic Science Chonnam National University Gwangju 500‐

关键词: Benzo[a]carbazoles;    2‐;    Arylindoles;    Propargylation;    Propargyl‐;    allenyl isomerization;    6π;    ‐;    Electrocyclization;   

DOI  :  10.1002/bkcs.10258

学科分类：化学（综合）

来源: Korean Chemical Society

【 摘 要 】

An efficient two‐step synthetic approach of benzo[a]carbazoles from 2‐arylindoles has been developed. The first step is a propargylation of 2‐arylindoles at the 3‐position catalyzed by montmorillonite K‐10 in benzene. The second step is 1,8‐diazabicyclo[5.4.0]undec‐7‐ene (DBU)‐catalyzed sequential propargyl‐allenyl isomerization and a concomitant 6π‐electrocyclization process involving two aromatic π‐bonds.

【 授权许可】

Unknown