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Thiophene analogues of carcinogenic polycyclic hydrocarbons. Elbs pyrolysis of various aroylmethylbenzo[ b ]thiophenes
Author(s) -
Croisy Alain,
Mispelter Joël,
Lhoste JeanMarc,
Zajdela François,
Jacquig Pierre
Publication year - 1984
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.5570210217
Subject(s) - chemistry , thiophene , pyrolysis , carcinogen , ring (chemistry) , organic chemistry , medicinal chemistry
The synthesis of benzonaphthothiophenes 9 and 10 and of benzophenanthrothiophenes 14–17 through Elbs cyclodehydration of ortho ‐methylated aroylbenzo[ b ]thiophenes is described. The occurrence of a rearrangement of the thiophene ring in the course of the cyclization is discussed as well as the influence of the temperature on a concurrent cyclodehydration process. Several of these poly‐condensed thiophenes were found carcinogenic in mice.