INVESTIGADORES
GERBINO dario Cesar
artículos
Título:
Nucleophile- or Light-Induced Synthesis of 3-Substituted Phthalides from 2-Formylarylketones
Autor/es:
DAR√ćO C. GERBINO; DANIEL AUGNER; NIKOLAY SLAVOV; HANS G. SCHMALZ
Revista:
ORGANIC LETTERS
Editorial:
AMER CHEMICAL SOC
Referencias:
Lugar: Washington; Año: 2012 vol. 14 p. 2338 - 2341
ISSN:
1523-7060
Resumen:
The surprisingly facile conversion (isomerization) of 2-formyl-arylketones into 3-substituted phthalides, as observed for the marine natural product pestalone and its per-O-methylated derivative, was investigated using a series of simple 2-acylbenzaldehydes as substrates. The transformation generally proceeds smoothly in DMSO, either in a CannizarroTishchenko-type reaction under nucleophile catalysis (NaCN) or under photochemical conditions (DMSO, 350 nm).