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N-Heterocyclic carbene-catalyzed monoacylation of 1,4-naphthoquinones with aldehydes.

The Journal of organic chemistry (2009-11-27)
María Teresa Molina, Cristina Navarro, Ana Moreno, Aurelio G Csákÿ
ABSTRACT

The NHC-catalyzed conjugate hydroacylation of 1,4-naphthoquinones allows for the synthesis of monoacylated 1,4-dihydroxynaphthalene derivatives. These targets, difficult to prepare selectively by standard protocols, represent important intermediates in the elaboration of highly substituted 1,4-naphthoquinone derivatives, which constitute relevant pharmaceutical scaffolds. High regioselectivity has been observed in the hydroacylation reaction when starting from nonsymmetrical quinones.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
1,4-Dihydroxynaphthalene, technical, ≥90% (HPLC)