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Transition Metal-catalyzed cyclization reaction of enediynes to benzo[b]naphtho[2,1-d]thiophene

Treatment of thioanisole-substituted aryldiyne with 2 equiv. of N-Iodosuccinimide and 5 mol% of PPh3AuCl and 5 mol% AgSbF6 in refluxing dichloromethane gave 5-iodo benzo[b]naphtho[2,1-d]thiophene in good yields. This method tolerated various functional groups in alkyl and phenyl moiety. We also treatment thioanisole-substituted aryldiyne with 10 mo% of PdX2 and 3 equiv. CuX2 (X= Cl, Br),in reluxing THF gave in 5-position have halogen substitute benzo[b]naphtho[2,1-d]thiophene derivative.

Identiferoai:union.ndltd.org:NSYSU/oai:NSYSU:etd-0628112-163811
Date28 June 2012
CreatorsChen, Chiu-Mei
ContributorsChin-Hsing Chou, Ming-Jung Wu, Chung-Ming Sun
PublisherNSYSU
Source SetsNSYSU Electronic Thesis and Dissertation Archive
LanguageCholon
Detected LanguageEnglish
Typetext
Formatapplication/pdf
Sourcehttp://etd.lib.nsysu.edu.tw/ETD-db/ETD-search/view_etd?URN=etd-0628112-163811
Rightsuser_define, Copyright information available at source archive

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