Camphor-10-sulfonic acid catalyzed condensation of 2-naphthol with aromatic/aliphatic aldehydes to 14-aryl/alkyl-14H-dibenzo[a,j]xanthenes
(±)-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,...
| Main Authors: | , |
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| Format: | Article |
| Language: | English |
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Serbian Chemical Society
2014-01-01
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| Series: | Journal of the Serbian Chemical Society |
| Subjects: | |
| Online Access: | http://www.doiserbia.nb.rs/img/doi/0352-5139/2014/0352-51391400021K.pdf |
| _version_ | 1811316665570295808 |
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| author | Kundu Kshama Nayak Sandip K. |
| author_facet | Kundu Kshama Nayak Sandip K. |
| author_sort | Kundu Kshama |
| collection | DOAJ |
| 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. |
| first_indexed | 2024-04-13T11:53:25Z |
| format | Article |
| id | doaj.art-10515f4d16cb4882afe158aa2873ba96 |
| institution | Directory Open Access Journal |
| issn | 0352-5139 1820-7421 |
| language | English |
| last_indexed | 2024-04-13T11:53:25Z |
| publishDate | 2014-01-01 |
| publisher | Serbian Chemical Society |
| record_format | Article |
| series | Journal of the Serbian Chemical Society |
| spelling | doaj.art-10515f4d16cb4882afe158aa2873ba962022-12-22T02:47:58ZengSerbian Chemical SocietyJournal of the Serbian Chemical Society0352-51391820-74212014-01-017991051105810.2298/JSC130805021K0352-51391400021KCamphor-10-sulfonic acid catalyzed condensation of 2-naphthol with aromatic/aliphatic aldehydes to 14-aryl/alkyl-14H-dibenzo[a,j]xanthenesKundu Kshama0Nayak Sandip K.1Bhabha Atomic Research Centre, Bio-Organic Division, Mumbai, IndiaBhabha Atomic Research Centre, Bio-Organic Division, Mumbai, India(±)-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.http://www.doiserbia.nb.rs/img/doi/0352-5139/2014/0352-51391400021K.pdfdibenzoxanthenesβ-naphthol(±)-camphor-10-sulfonic acidmicrowave irradiation. |
| spellingShingle | Kundu Kshama Nayak Sandip K. Camphor-10-sulfonic acid catalyzed condensation of 2-naphthol with aromatic/aliphatic aldehydes to 14-aryl/alkyl-14H-dibenzo[a,j]xanthenes Journal of the Serbian Chemical Society dibenzoxanthenes β-naphthol (±)-camphor-10-sulfonic acid microwave irradiation. |
| title | Camphor-10-sulfonic acid catalyzed condensation of 2-naphthol with aromatic/aliphatic aldehydes to 14-aryl/alkyl-14H-dibenzo[a,j]xanthenes |
| title_full | Camphor-10-sulfonic acid catalyzed condensation of 2-naphthol with aromatic/aliphatic aldehydes to 14-aryl/alkyl-14H-dibenzo[a,j]xanthenes |
| title_fullStr | Camphor-10-sulfonic acid catalyzed condensation of 2-naphthol with aromatic/aliphatic aldehydes to 14-aryl/alkyl-14H-dibenzo[a,j]xanthenes |
| title_full_unstemmed | Camphor-10-sulfonic acid catalyzed condensation of 2-naphthol with aromatic/aliphatic aldehydes to 14-aryl/alkyl-14H-dibenzo[a,j]xanthenes |
| title_short | Camphor-10-sulfonic acid catalyzed condensation of 2-naphthol with aromatic/aliphatic aldehydes to 14-aryl/alkyl-14H-dibenzo[a,j]xanthenes |
| title_sort | camphor 10 sulfonic acid catalyzed condensation of 2 naphthol with aromatic aliphatic aldehydes to 14 aryl alkyl 14h dibenzo a j xanthenes |
| topic | dibenzoxanthenes β-naphthol (±)-camphor-10-sulfonic acid microwave irradiation. |
| url | http://www.doiserbia.nb.rs/img/doi/0352-5139/2014/0352-51391400021K.pdf |
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