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A New Synthetic Framework for 11‐Demethylellipticine
Author(s) -
Göçmentürk Mustafa,
Gündoğdu Hızlıateş Cevher,
Ergün Yavuz
Publication year - 2016
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.2366
Subject(s) - chemistry , carbazole , stereochemistry , nucleophilic substitution , combinatorial chemistry , nucleophile , organic chemistry , catalysis
A new synthetic route for the synthesis of 5‐methyl‐6 H ‐pyrido[4,3‐ b ]carbazole ( 8 ), so‐called 11‐demethylellipticine, was described. Construction of the tetracyclic structure hexahydro‐1 H ‐pyrido[4,3‐ b ]carbazol‐5(6 H )‐one skeleton ( 6 ) was also achieved by nucleophilic substitution reaction in the synthetic route. Also new tetrahydrocarbazole derivatives ( 2 , 3 , 4 , and 5 ) were synthesized. Several ellipticine analogs and octahydropyridocarbazole‐based G‐protein coupled receptors inhibitors can also be synthesized from tetracyclic structure ( 6 ) because of carbonyl functionality at position 5.