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H 3 PW 12 O 40 ‐Catalysed Alkylation of Arenes and Diveratrylmethanes: Convenient Routes to Triarylmethanes and to Symmetrical and Unsymmetrical 9,10‐Diaryl‐2,3,6,7‐tetramethoxyanthracenes
Author(s) -
MohammadpoorBaltork Iraj,
Moghadam Majid,
Tangestaninejad Shahram,
Mirkhani Valiollah,
MohammadiannejadAbbasabadi Kazem,
Khavasi Hamid R.
Publication year - 2011
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201001267
Subject(s) - chemistry , alkylation , catalysis , microwave irradiation , reaction conditions , friedel–crafts reaction , organic chemistry , medicinal chemistry
An efficient method for the synthesis of triarylmethanes and difurylarylmethanes through solventless reactions between aldehydes and arenes in the presence of H 3 PW 12 O 40 as a reusable catalyst under thermal and microwave irradiation conditions has been developed. H 3 PW 12 O 40 ‐catalysed one‐pot consecutive Friedel–Crafts reactions between veratrole and aldehydes were also applied as a convenient protocol for the preparation of symmetrical 9,10‐diaryl‐2,3,6,7‐tetramethoxyanthracenes. The conversion of aldehydes into their corresponding acylals in the presence of H 3 PW 12 O 40 and the one‐pot reactions of diveratrylmethanes with these acylals were also used for the synthesis of symmetrical and unsymmetrical 9,10‐diaryl‐2,3,6,7‐tetramethoxyanthracenes.