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Synfacts 2008(7): 0702-0702
DOI: 10.1055/s-2008-1077806
DOI: 10.1055/s-2008-1077806
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag Stuttgart · New York
A Modular Approach to Functionalized Benzosiloles
L. Ilies, H. Tsuji*, Y. Sato, E. Nakamura*
The University of Tokyo and Japan Science and Technology Agency, Tokyo, Japan
Further Information
Publication History
Publication Date:
20 June 2008 (online)
Significance
The authors developed a method to synthesize the tin-functionalized benzosilole 5 starting from (o-alkynylphenyl)silane 1. Quenching the reaction mixture with NH4Cl after stannylation in hexane yielded product 4, while treatment with diethylether gave the desired compound 5, suggesting an equilibrium between 2 and 3. Running the stannylation in diethylether gave benzosilole 5 directly in 93% yield.