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Media type:
E-Article
Title:
Camphor-10-sulfonic acid catalyzed condensation of 2-naphthol with aromatic/aliphatic aldehydes to 14-aryl/alkyl-14H-dibenzo[a,j]xanthenes
Contributor:
Kundu, Kshama;
Nayak, Sandip
Published:
National Library of Serbia, 2014
Published in:
Journal of the Serbian Chemical Society, 79 (2014) 9, Seite 1051-1058
Language:
English
DOI:
10.2298/jsc130805021k
ISSN:
0352-5139;
1820-7421
Origination:
Footnote:
Description:
(?)-Camphor-10-sulfonic acid (CSA) catalyzed condensation of 2-naphthol with both aliphatic/aromatic aldehydes at 80?C yielded 14-alkyl/aryl-dibenzoxanthenes as the sole product in high yields. However, the same condensation with benzaldehyde at 25?C afforded a mixture of intermediate 1,1-bis-(2-hydroxynaphthyl)phenylmethane and 14-phenyl-dibenzoxanthene while the condensation with aliphatic aldehydes at 25?C furnished the corresponding 14-alkyl-dibenzoxanthenes as the sole product. Moreover, condensation of 2-naphthol with aromatic/aliphatic aldehydes with low catalyst loading (2 mol%) was greatly accelerated under microwave irradiation to afford the corresponding 14-aryl/alkyl-dibenzoxanthenes as the sole product in high yields.