Artículo

Nucleophile- or light-induced synthesis of 3-substituted phthalides from 2-formylarylketones

Gerbino, Darío CésarIcon ; Augner, Daniel; Slavov, Nikolay; Schmalz, Hans Günther
Fecha de publicación: 05/2012
Editorial: American Chemical Society
Revista: Organic Letters
ISSN: 1523-7060
Idioma: Inglés
Tipo de recurso: Artículo publicado
Clasificación temática:

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 Cannizarro-Tishchenko-type reaction under nucleophile catalysis (NaCN) or under photochemical conditions (DMSO, 350 nm). © 2012 American Chemical Society.
Palabras clave: 2-Formylarylketones , Phthalides , Cannizarro-Tishchenko-Type Reaction , Pestalone
 
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info:eu-repo/semantics/openAccess Excepto donde se diga explícitamente, este item se publica bajo la siguiente descripción: Creative Commons Attribution-NonCommercial-ShareAlike 2.5 Unported (CC BY-NC-SA 2.5)
Identificadores
URI: http://hdl.handle.net/11336/63935
DOI: https://dx.doi.org/10.1021/ol300757m
URL: https://pubs.acs.org/doi/10.1021/ol300757m
Colecciones
Articulos(INQUISUR)
Articulos de INST.DE QUIMICA DEL SUR
Citación
Gerbino, Darío César; Augner, Daniel; Slavov, Nikolay; Schmalz, Hans Günther; Nucleophile- or light-induced synthesis of 3-substituted phthalides from 2-formylarylketones; American Chemical Society; Organic Letters; 14; 9; 5-2012; 2338-2341
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