Tributylphosphine, excellent organocatalyst for conjugate additions of non-nucleophilic N-containing compounds

Carolina Gimbert; Marcial Moreno-Mañas; Elisabet Pérez; Adelina Vallribera

doi:10.1016/j.tet.2007.05.088

Tributylphosphine, excellent organocatalyst for conjugate additions of non-nucleophilic N-containing compounds

Carolina Gimbert, Marcial Moreno-Mañas, Elisabet Pérez, Adelina Vallribera

Departamento de Química

Producción científica: Contribución a una revista › Artículo › Investigación › revisión exhaustiva

52 Citas (Scopus)

Resumen

Conjugate additions of non-nucleophilic N-containing compounds such as amides, thioamides, sulfonamides, and electron-poor anilines with different Michael acceptors can be promoted through the use of tributylphosphine. The range of useful pKa's of nucleophiles has been established (pKa<25) and new insights into the mechanism proposed. © 2007 Elsevier Ltd. All rights reserved.

Idioma original	Inglés
Páginas (desde-hasta)	8305-8310
Publicación	Tetrahedron
Volumen	63
N.º	34
DOI	https://doi.org/10.1016/j.tet.2007.05.088
Estado	Publicada - 20 ago 2007

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title = "Tributylphosphine, excellent organocatalyst for conjugate additions of non-nucleophilic N-containing compounds",

abstract = "Conjugate additions of non-nucleophilic N-containing compounds such as amides, thioamides, sulfonamides, and electron-poor anilines with different Michael acceptors can be promoted through the use of tributylphosphine. The range of useful pKa's of nucleophiles has been established (pKa<25) and new insights into the mechanism proposed. {\textcopyright} 2007 Elsevier Ltd. All rights reserved.",

keywords = "C-N bond, Conjugate addition, Mechanism, Organocatalyst, Phosphine",

author = "Carolina Gimbert and Marcial Moreno-Ma{\~n}as and Elisabet P{\'e}rez and Adelina Vallribera",

year = "2007",

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doi = "10.1016/j.tet.2007.05.088",

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T1 - Tributylphosphine, excellent organocatalyst for conjugate additions of non-nucleophilic N-containing compounds

AU - Gimbert, Carolina

AU - Moreno-Mañas, Marcial

AU - Pérez, Elisabet

AU - Vallribera, Adelina

PY - 2007/8/20

Y1 - 2007/8/20

N2 - Conjugate additions of non-nucleophilic N-containing compounds such as amides, thioamides, sulfonamides, and electron-poor anilines with different Michael acceptors can be promoted through the use of tributylphosphine. The range of useful pKa's of nucleophiles has been established (pKa<25) and new insights into the mechanism proposed. © 2007 Elsevier Ltd. All rights reserved.

AB - Conjugate additions of non-nucleophilic N-containing compounds such as amides, thioamides, sulfonamides, and electron-poor anilines with different Michael acceptors can be promoted through the use of tributylphosphine. The range of useful pKa's of nucleophiles has been established (pKa<25) and new insights into the mechanism proposed. © 2007 Elsevier Ltd. All rights reserved.

KW - C-N bond

KW - Conjugate addition

KW - Mechanism

KW - Organocatalyst

KW - Phosphine

U2 - 10.1016/j.tet.2007.05.088

DO - 10.1016/j.tet.2007.05.088

M3 - Article

SN - 0040-4020

VL - 63

SP - 8305

EP - 8310

JO - Tetrahedron

JF - Tetrahedron

IS - 34

ER -

Tributylphosphine, excellent organocatalyst for conjugate additions of non-nucleophilic N-containing compounds

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