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Synfacts 2010(8): 0886-0886  
DOI: 10.1055/s-0030-1257836
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag Stuttgart ˙ New York

Stable Borepin Rings

Contributor(s): Timothy M. Swager, D. Barney Walker
A. Caruso Jr., M. A. Siegler, J. D. Tovar*
Johns Hopkins University, Baltimore, USA
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Publication History

Publication Date:
22 July 2010 (online)

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Significance

A versatile synthesis of polycyclic six π-electron borepin rings is described. In the key step the normally unstable borepin ring is ‘trapped’ using a bulky 2,4,6-triisopropylphenyl group (e.g., in the formation of 1) allowing for ­further synthetic elaboration under ambient conditions. The authors report several examples of these novel heterocycles in addition to the fused diborepin 2 shown above.