Synfacts 2010(12): 1362-1362  
DOI: 10.1055/s-0030-1258934
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag Stuttgart ˙ New York

Scale Up, Spice Up

Contributor(s): Timothy M. Swager, Shuang Liu
J.-D. Chen, H.-Y. Lu, C.-F. Chen*
Institute of Chemistry, Chinese Academy of Sciences and Graduate School of Chinese Academy of Sciences, Beijing, P. R. of China
Further Information

Publication History

Publication Date:
22 November 2010 (online)

Significance

The authors reported an efficient route to prepare benzo[5]helicene (4) with the key step being the Diels-Alder reaction between benzyne and diene 2. Benzo[7]helicene can also be synthesized in a similar fashion in 21% overall yield. This method can be performed on gram scale from commercially available starting materials.