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Synfacts 2011(12): 1297-1297
DOI: 10.1055/s-0031-1289397
DOI: 10.1055/s-0031-1289397
Synthesis of Heterocycles
© Georg Thieme Verlag
Stuttgart ˙ New York
Pd-Catalyzed C-H Activation Route to Dibenzophosphole Oxides
Y. Kuninobu*, T. Yoshida, K. Takai*
Okayama University, Japan
Further Information
Publication History
Publication Date:
18 November 2011 (online)
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Significance
Reported is the synthesis of dibenzophosphole oxides via Pd-catalyzed dehydrogenative cyclization of biaryl secondary hydrophosphine oxides. These starting materials can be conveniently synthesized from bromo-biaryls by sequential formation of the Grignard reagents followed by reaction with dichlorophosphine. The yields are low when the phosphine contains a bulky group such as tert-butyl. The Pd-catalyzed annulation proceeds in good yields, and the substrate scope was reasonably well studied. The reaction does not proceed when R² = 2-vinylphenyl due to polymerization of the substrate.