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Reactions of 3‐acetyltropolone with benzaldehydes in trimethyl orthoformate in the presence of perchloric acid: Synthesis of 2‐aryl‐4‐methoxy‐9‐oxocyclohepta[ b ]pyrylium perchlorates
Author(s) -
Wang DaoLin,
Imafuku Kimiaki
Publication year - 1998
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.5570350632
Subject(s) - chemistry , perchloric acid , triethyl orthoformate , tropolone , aryl , medicinal chemistry , organic chemistry , catalysis , alkyl
3‐Acetyltropolone ( 1 ) reacted with benzaldehydes in trimethyl orthoformate in the presence of perchloric acid to afford 2‐aryl‐4‐methoxy‐9‐oxocyclohepta[ b ]pyrylium perchlorates 3a‐c in 25–37% yields. From the filtrates, 3‐(3,4‐diaryl‐3‐butenoyl)tropolones 4a,b and 3‐(2‐methoxycinnamoyl)tropolone ( 5 ) were also isolated.