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Cycloaddition reactions of 2 H ‐benzo[ b ]thiete and conjugated cyclic dienes
Author(s) -
Gröschl Dieter,
Meier Herbert
Publication year - 1996
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.5570330630
Subject(s) - chemistry , cycloaddition , cyclopentadiene , conjugated system , medicinal chemistry , stereochemistry , organic chemistry , catalysis , polymer
2 H ‐Benzo[ b ]thiete 1 reacts with cyclopentadiene 3 in consecutive [8π + 2π]cycloadditions yielding the condensed heterocycles 6–8 . Tetracyclone 9 on the other hand gives only the monoadduct 10 . An [8π + 8π]cycloaddition can be observed for 1 and diphenylisobenzofuran 11 . The related π system 13 shows again consecutive [477π + 27π]processes ( 1 + 13 ← 14, 15 ).
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