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Search for "N-arylation" in Full Text gives 55 result(s) in Beilstein Journal of Organic Chemistry.
Identification and synthesis of impurities formed during sertindole preparation
Beilstein J. Org. Chem. 2011, 7, 29–33, doi:10.3762/bjoc.7.5
- -fluorophenyl)-1H-indol-3-yl]-1-piperidinyl]ethyl]-2-imidazolidinone. Its literature synthesis (Scheme 1) [1][2][3][4][5] involves the copper catalyzed N-arylation of 5-chloroindole (11) with 4-fluorobromobenzene (12). The product, 5-chloro-1-(4-fluorophenyl)indole (13), on treatment with 4-piperidinone
- ) contaminated with 5. The degree of contamination was 0.02–0.10% [10]. It is difficult to remove the impurity 5 from sertindole (1). Indole 5 was prepared by condensation of 15 with 1-(2-chloroethyl)imidazolidinone (16) in the presence of base (Scheme 3). During the N-arylation of 5-chloroindole (11) with 1
Conjugated polymers containing diketopyrrolopyrrole units in the main chain
Beilstein J. Org. Chem. 2010, 6, 830–845, doi:10.3762/bjoc.6.92
- outlined in Scheme 1. Direct N-arylation of the lactam group of DPP is only possible for activated arene units containing trifluoromethyl or nitro substituent groups. The common synthetic pathway first requires the synthesis of a diphenyldiketofurofuran derivative, which subsequently is reacted with an
A convenient method for preparing rigid-core ionic liquid crystals
Beilstein J. Org. Chem. 2009, 5, No. 51, doi:10.3762/bjoc.5.51
- Pasteur, 4 rue Blaise Pascal, 67000 Strasbourg, France Laboratoire d’Electrochimie Analytique, Ecole Nationale Superieure de Chimie de Mulhouse, 3 rue Alfred Werner, 68093 Mulhouse Cedex, France 10.3762/bjoc.5.51 Abstract An efficient, solvent free method for the N-arylation of imidazole by 1-(dodecyloxy
- liquid crystalline phases and easily be doped by a large diversity of anions [11][12][13][14][15][16][17][18][19][20][21]. Variation of the N-substituents by Ullman coupling to extend the aromatic part is a facile means of creating this range [22][23]. Herein, we wish to report a solvent-free, N
- -arylation of imidazole as a means of expanding the aromatic core and obtaining unsymmetrical imidazolium liquid crystals (Scheme 1). We also describe the influence of the counter anion on the mesomorphism, electrochemistry and the UV properties of these imidazolium salts. Results and Discussion Synthesis
N-Arylation of amines, amides, imides and sulfonamides with arylboroxines catalyzed by simple copper salt/EtOH system
Beilstein J. Org. Chem. 2008, 4, No. 40, doi:10.3762/bjoc.4.40
- , imides and sulfonamides catalyzed by a copper salt/EtOH system has been developed. In the absence of a base or additive the corresponding N-arylation products were obtained in moderate to excellent yields. Keywords: N-arylation; arylboroxine; copper salt; cross-coupling; ethanol; Introduction The
- copper-mediated N-arylation reaction plays an important role in organic synthesis since the resultant products, arylamines and N-arylheterocyclic compounds, are ubiquitous compounds in pharmaceuticals, crop-protection chemicals and material science [1][2][3][4]. In 1997, the copper-mediated heteroatom
- ]. Moreover, the reaction rates of these reactions were generally slow, even requiring 3 d for completion [5][6][7]. An attractive alternative to this approach is to develop a simple and efficient catalytic system under mild reaction conditions. Thus, a simple copper salt-catalyzed N-arylation of imides with
Synthesis of dihydrophenanthridines by a sequence of Ugi-4CR and palladium- catalyzed intramolecular C-H functionalization
Beilstein J. Org. Chem. 2008, 4, No. 10, doi:10.3762/bjoc.4.10
- reaction pathway leading to the formation of oxindole via an intramolecular N-arylation process was not observed under these conditions [25][26][27]. The preferential formation of compound 1a indicated that cyclization via palladium-catalyzed CH functionalization could be, under appropriate conditions, a
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