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Ring transformations of heterocyclic compounds. XIV . Ring transformations of pyrylium and thiopyrylium salts with anhydro‐bases derived from 1 H ‐benzimidazolium and benzothiazolium salts: An easy access to 2‐(2,4,6‐triarylphenyl) 1 H ‐benzimidazolium and benzothiazolium derivatives
Author(s) -
Zimmermann Thomas,
Schmidt Klaus
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.5570330628
Subject(s) - chemistry , sodium ethoxide , ring (chemistry) , sodium salt , base (topology) , sodium , transformation (genetics) , medicinal chemistry , organic chemistry , ethanol , inorganic chemistry , mathematical analysis , biochemistry , mathematics , gene
The preparation of former unknown 2‐(2,4,6‐triarylphenyl) substituted 1 H ‐benzimidazolium perchlorates 7 and benzothiazolium perchlorates 8 from 2‐methyl substituted derivatives 5/6 by a 2,6‐[C 5 +C] ring transformation of 2,4,6‐triarylpyrylium and 2,4,6‐triarylthiopyrylium salts 1/9 in the presence of an appropriate base ( 7 : sodium ethoxide, 8 : sodium acetate) is reported. Spectroscopic data of the transformation products and their mode of formation via anhydrobases of the salts 5/6 are discussed.