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Synfacts 2006(5): 0439-0439  
DOI: 10.1055/s-2006-934366
Synthesis of Heterocycles
© Georg Thieme Verlag Stuttgart · New York

Lactone Heteroannulation by Intramolecular C-H Bond Activation

Contributor(s): Victor Snieckus, Till Vogel
J. M. Lee, S. Chang*
Korea Advanced Institute of Science and Technology, Daejeon, Korea
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Publikationsverlauf

Publikationsdatum:
21. April 2006 (online)

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Significance

A one-step, chelation-assisted sp3 C-H bond activation strategy is reported for the synthesis of isobenzofuran-1(3H)-ones (n = 0) and 3,4-dihydroisochromen-1-one (n = 1) from ortho-alkyl-substituted benzoic acids in moderate to good yields. The reaction may be carried out under Pd(II)- and Pt(II)-catalyzed conditions in the presence of an oxidant. However, a catalyst loading of 10-30 mol% is required.