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

Lim Jin Woo | Zendy; Kim Se Hee | Zendy; Kim Jimin | Zendy; Kim Jae Nyoung | Zendy

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

Author(s) -

Lim Jin Woo,

Kim Se Hee,

Kim Jimin,

Kim Jae Nyoung

Publication year - 2015

Publication title -

bulletin of the korean chemical society

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.237

H-Index - 59

ISSN - 1229-5949

DOI - 10.1002/bkcs.10258

Subject(s) - isomerization , propargyl , chemistry , benzene , catalysis , medicinal chemistry , combinatorial chemistry , organic chemistry

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.

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