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A Cyclization Approach toward Five‐Membered Heteroaromatic o ‐Quinodimethanes via Fused‐3‐Sulfolenes
Author(s) -
Chou TaShue,
Tsai ChungYing,
Lee ShwuJiuan
Publication year - 1997
Publication title -
journal of the chinese chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.329
H-Index - 45
eISSN - 2192-6549
pISSN - 0009-4536
DOI - 10.1002/jccs.199700045
Subject(s) - chemistry , acetaldehyde , condensation , key (lock) , organic chemistry , physics , ethanol , thermodynamics , ecology , biology
A general strategy involving the zincation of 4‐bromo‐3‐chloro‐2‐sulfolene, in situ condensation with an α‐heterosubstituted acetaldehyde, and subsequent cyclization reaction as the key steps toward the synthesis of furano‐ and thieno‐3‐sulfolenes is described. These fused‐3‐sulfolenes are demonstrated to be good precursors for the corresponding o ‐quinodimethanes.