Rh-Catalyzed Dehydrogenative Cyclization Leading to Benzosilolothiophene Derivatives via Si-H/C-H Bond Cleavage

Rh-Catalyzed Dehydrogenative Cyclization Leading to Benzosilolothiophene Derivatives via Si-H/C-H Bond Cleavage

Straightforward syntheses leading to π-extended benzosilolothiophene (BST) derivatives by Rh-catalyzed dehydrogenative cyclization reactions have been developed. Electron-deficient ligands were effective for the reactions, and dppe-F gave the best result. This method could be applied to the synthesi...

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Veröffentlicht in:Organic letters 2017-05, Vol.19 (10), p.2564-2567
Hauptverfasser: Mitsudo, Koichi, Tanaka, Seiichi, Isobuchi, Ryota, Inada, Tomohiro, Mandai, Hiroki, Korenaga, Toshinobu, Wakamiya, Atsushi, Murata, Yasujiro, Suga, Seiji
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Sprache:eng
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Zusammenfassung:Straightforward syntheses leading to π-extended benzosilolothiophene (BST) derivatives by Rh-catalyzed dehydrogenative cyclization reactions have been developed. Electron-deficient ligands were effective for the reactions, and dppe-F gave the best result. This method could be applied to the synthesis of highly π-extended ladder-type BST derivatives, which exhibited fluorescence.
ISSN:1523-7052
DOI:10.1021/acs.orglett.7b00878