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Synthetic Approach to Dictyodendrins: A Facile Synthesis of Pyrrolo[2,3‐ c ]carbazole, Pyrrolodibenzothiophene, and Benzo[ e ]indole
Author(s) -
Raju Potharaju,
Mohanakrishnan Arasambattu K.
Publication year - 2016
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201600674
Subject(s) - carbazole , chemistry , indole test , benzoquinone , stereochemistry , medicinal chemistry , combinatorial chemistry , organic chemistry
The FeCl 3 /DDQ‐PTSA/NBS‐mediated cyclization (DDQ = 2,3‐dichoro‐5,6‐dicyano‐1,4‐benzoquinone, PTSA = p ‐toluenesulfonic acid, NBS = N ‐bromosuccinimide) of 2‐arylvinyl‐3‐indolylpyrrole led to the formation of the pyrrolo[2,3‐ c ]carbazole core unit of dictyodendrins in yields of 75–90 %. The cyclization method was also successfully applied to the syntheses of pyrrolodibenzothiophene and benzo[ e ]indole derivatives.