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Selenium‐Catalyzed C(sp 3 )H Acyloxylation: Application in the Expedient Synthesis of Isobenzofuranones
Author(s) -
Krätzschmar Felix,
Kaßel Martin,
Delony Daniel,
Breder Alexander
Publication year - 2015
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201406290
Subject(s) - phthalide , chemoselectivity , catalysis , chemistry , benzoic acid , selenium , combinatorial chemistry , organic chemistry
Oxidative Se‐catalyzed C(sp 3 )H bond acyloxylation has been used to construct a diverse array of isobenzofuranones from simple ortho ‐allyl benzoic acid derivatives. The synthetic procedure employs mild reaction conditions and gives high chemoselectivity enabled by an inexpensive organodiselane catalyst. The presented approach offers a new synthetic pathway toward the core structures of phthalide natural products.