Artículo

1-Substituted β-carbolines by a Pictet-Spengler cyclization with thioortho esters and carbon-carbon bond formation via N-sulfonyl iminium ions generated from N,S-sulfonyl acetals

Silveira, Claudio; Felix, Luciana A.; Braga, Antonio L.; Kaufman, Teodoro SaulIcon
Fecha de publicación: 08/2005
Editorial: American Chemical Society
Revista: Organic Letters
ISSN: 1523-7060
Idioma: Inglés
Tipo de recurso: Artículo publicado
Clasificación temática:

Resumen

(Chemical Equation Presented) The reaction of N-tosyltryptamines with thioortho esters, leading to 1-thiosubstituted tetrahydro-β-carbolines under modified Pictet-Spengler conditions, is described. The 1-heterosubstituted β-carbolines furnished 1-substituted β-carbolines upon reaction with Grignard reagents and silyl derivatives under Lewis acid promotion.
Palabras clave: BETA-CARBIOLINES , PICTET SPENGLER CYCLIZATION , ORGANOCHALCOHEN CHEMISTRY , SYNTHESIS OF HETEROCYCLES
 
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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/11336/135502
DOI: http://dx.doi.org/10.1021/ol051342i
URL: https://pubs.acs.org/doi/10.1021/ol051342i
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Citación
Silveira, Claudio; Felix, Luciana A.; Braga, Antonio L.; Kaufman, Teodoro Saul; 1-Substituted β-carbolines by a Pictet-Spengler cyclization with thioortho esters and carbon-carbon bond formation via N-sulfonyl iminium ions generated from N,S-sulfonyl acetals; American Chemical Society; Organic Letters; 7; 17; 8-2005; 3701-3704
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