Palladium-catalyzed selective N-(hetero)arylation or N,N′-di(hetero) arylation of 1-aminoindoles

Samir Messaoudi; Jean Daniel Brion; Mouâd Alami

doi:10.1016/j.tetlet.2011.03.068

Palladium-catalyzed selective N-(hetero)arylation or N,N′-di(hetero) arylation of 1-aminoindoles

Samir Messaoudi
, Jean Daniel Brion
, Mouâd Alami

Centre national de la recherche scientifique

Research output: Contribution to journal › Article › peer-review

Abstract

The selective synthesis of N-(hetero)aryl-1-aminoindoles 3 from the corresponding N-aminoindoles and (hetero)aryl halides using a catalyst combination of Pd₂(dba)₃ associated to Josiphos is described. By switching to Xantphos as the ligand, the alternate catalytic system allows the coupling to proceed efficiently for the preparation of symmetrical and unsymmetrical N,N′-diaryl-1-aminoindole derivatives in good yields.

Original language	English
Pages (from-to)	2687-2691
Number of pages	5
Journal	Tetrahedron Letters
Volume	52
Issue number	21
DOIs	https://doi.org/10.1016/j.tetlet.2011.03.068
Publication status	Published - 25 May 2011

Keywords

Amination
Cross-coupling
Homogeneous catalysis
N-Substituted 1-aminoindoles
Palladium

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10.1016/j.tetlet.2011.03.068

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title = "Palladium-catalyzed selective N-(hetero)arylation or N,N′-di(hetero) arylation of 1-aminoindoles",

abstract = "The selective synthesis of N-(hetero)aryl-1-aminoindoles 3 from the corresponding N-aminoindoles and (hetero)aryl halides using a catalyst combination of Pd2(dba)3 associated to Josiphos is described. By switching to Xantphos as the ligand, the alternate catalytic system allows the coupling to proceed efficiently for the preparation of symmetrical and unsymmetrical N,N′-diaryl-1-aminoindole derivatives in good yields.",

keywords = "Amination, Cross-coupling, Homogeneous catalysis, N-Substituted 1-aminoindoles, Palladium",

author = "Samir Messaoudi and Brion, \{Jean Daniel\} and Mou{\^a}d Alami",

year = "2011",

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doi = "10.1016/j.tetlet.2011.03.068",

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AU - Messaoudi, Samir

AU - Brion, Jean Daniel

AU - Alami, Mouâd

PY - 2011/5/25

Y1 - 2011/5/25

N2 - The selective synthesis of N-(hetero)aryl-1-aminoindoles 3 from the corresponding N-aminoindoles and (hetero)aryl halides using a catalyst combination of Pd2(dba)3 associated to Josiphos is described. By switching to Xantphos as the ligand, the alternate catalytic system allows the coupling to proceed efficiently for the preparation of symmetrical and unsymmetrical N,N′-diaryl-1-aminoindole derivatives in good yields.

AB - The selective synthesis of N-(hetero)aryl-1-aminoindoles 3 from the corresponding N-aminoindoles and (hetero)aryl halides using a catalyst combination of Pd2(dba)3 associated to Josiphos is described. By switching to Xantphos as the ligand, the alternate catalytic system allows the coupling to proceed efficiently for the preparation of symmetrical and unsymmetrical N,N′-diaryl-1-aminoindole derivatives in good yields.

KW - Amination

KW - Cross-coupling

KW - Homogeneous catalysis

KW - N-Substituted 1-aminoindoles

KW - Palladium

UR - https://www.scopus.com/pages/publications/79955474554

U2 - 10.1016/j.tetlet.2011.03.068

DO - 10.1016/j.tetlet.2011.03.068

M3 - Article

AN - SCOPUS:79955474554

SN - 0040-4039

VL - 52

SP - 2687

EP - 2691

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 21

ER -

Palladium-catalyzed selective N-(hetero)arylation or N,N′-di(hetero) arylation of 1-aminoindoles

Abstract

Keywords

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