Por favor, use este identificador para citar o enlazar este ítem:http://uvadoc.uva.es/handle/10324/32370
Título
Chiral Bifunctional Thioureas and Squaramides and Their Copolymers as Recoverable Organocatalysts. Stereoselective Synthesis of 2-Substituted 4-Amino-3-nitrobenzopyrans and 3-Functionalized 3,4-Diamino-4H-Chromenes
Año del Documento
2018
Editorial
American Chemical Society
Descripción
Producción Científica
Documento Fuente
Journal of Organic Chemistry, 2018, 83 (10), pp 5546–5557
Resumo
Novel styryl-substituted thioureas and squaramides were obtained in three steps from commercially available 4-hydroxy-3,5-dichloroaniline. These organocatalysts promote cascade reactions in high yields and excellent stereoselection. By using only a 5 mol % loading of catalyst, it is possible to obtain 2,3,4-trisubstituted benzopyrans by reaction of α-amido sulfones derived from salicyladehydes and nitrostyrenes or 2,3,4-trisubstituted 4H-chromenes by reaction of the same α-amido sulfones with (phenylsulfonyl)acetonitrile in excellent diastereo- and enantioselectivities. Two polymeric thioureas and squaramides were prepared by copolymerization of the best monomeric catalysts with styrene and divinylbenzene and used for the same transformations. These polymers behave also as excellent stereoselective catalysts that can be recovered and reused for five cycles.
Palabras Clave
Aminobenzopiranos
Aminobenzopyranes
ISSN
0022-3263
Revisión por pares
SI
Patrocinador
Ministerio de Economía, Industria y Competitividad (Project FEDER-CTQ2014-59870-P)
Junta de Castilla y León (programa de apoyo a proyectos de investigación - Project FEDER-VA115P17)
Junta de Castilla y León (programa de apoyo a proyectos de investigación - Project FEDER-VA115P17)
Version del Editor
Idioma
eng
Derechos
openAccess
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