Treatment of 1-(methylsulfinyl)-2-(phenylethynyl)benzene with 10 mol % of mercury dichloride and 1 equivalent of
2,3-dichloro-5,6-dicyano-1,4-benzoquinone in refluxing benzene gave benzo[b]thiophene in good yields. This method tolerated various functional
groups in phenylethynyl moiety, including electron donating groups and electron withdrawing groups. Useing
1-(benzylsulfinyl)-2-(phenylethynyl)benzene as reaction substrate increased the yields of benzo[b]thiophene derivatives. Isotope effect showed that this cyclization reaction belong to Pummerer type cyclization
reaction.
| Identifer | oai:union.ndltd.org:NSYSU/oai:NSYSU:etd-0720111-210435 |
| Date | 20 July 2011 |
| Creators | Lin, Cheng-Han |
| Contributors | Chiang, Yen-Nan, Wu, Ming-Jung, Chou, Chin-Hsing |
| Publisher | NSYSU |
| Source Sets | NSYSU Electronic Thesis and Dissertation Archive |
| Language | Cholon |
| Detected Language | English |
| Type | text |
| Format | application/pdf |
| Source | http://etd.lib.nsysu.edu.tw/ETD-db/ETD-search/view_etd?URN=etd-0720111-210435 |
| Rights | not_available, Copyright information available at source archive |
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