Synfacts 2010(10): 1112-1112  
DOI: 10.1055/s-0030-1258615
Synthesis of Heterocycles
© Georg Thieme Verlag Stuttgart ˙ New York

Regioselective Synthesis of N-Alkyl-3-substituted Tetrahydroindazolones

Contributor(s): Victor Snieckus, Matthew O. Kitching
J. Kim, H. Song, S. B. Park*
Seoul National University, South Korea
Further Information

Publication History

Publication Date:
22 September 2010 (online)

Significance

The regioselective synthesis of ­tetrahydroindazolones from cyclohexan-1,3-dione (dimedone) is reported. The use of N-Boc-protected N-alkyl hydrazines facilitates the high level of selectivity achieved. Through the implementation of two complementary approaches, both 1,3- and 2,3-substituted tetrahydroindazolones were realized. The regioselectivity of the reported cyclizations was confirmed through the use of 1D NOE experiments.