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Volumn , Issue 19, 2008, Pages 3068-3072

N,N′-(Phenylmethylene)diacetamide analogues as economical and efficient ligands in copper-catalyzed arylation of aromatic nitrogen-containing heterocycles

(4) Wan, Jie Ping a Chai, Yun Feng a Wu, Jian Mei a Pan, Yuan Jiang a

a ZHEJIANG UNIVERSITY (China)

Author keywords

Arylation; Copper; Economical; Ligand; N,N (phenylmethylene)diacetamide

Indexed keywords

ACETAMIDE DERIVATIVE; ALDEHYDE; AMIDE; BENZOTRIAZOLE DERIVATIVE; IMIDAZOLE DERIVATIVE; INDOLE; N,N' (PHENYLMETHYLENE)DIACETAMIDE; PYRROLE; UNCLASSIFIED DRUG; UREA;

ARTICLE; ARYLATION; CATALYSIS; CHEMICAL STRUCTURE; CROSS COUPLING REACTION; POLYMERIZATION; SYNTHESIS;

EID: 57649243430 PISSN: 09365214 EISSN: None Source Type: Journal
DOI: 10.1055/s-0028-1087350 Document Type: Article

Times cited : (26)

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- Preparation of Ligands L1a-c Benzaldehyde (10 mmol) and the corresponding amide (20 mmol) were added to the vessel with 5 mL MeCN (5 mL, and TMSCl (30 mol, was applied as catalyst. The mixture was refluxed for 8 h. The crude product precipitated from the solution. The analytical pure product was obtained in 94, 78, and 92% yield, respectively, by washing with MeCN (3 mL, Ligand L1a: 1H NMR (500 MHz, DMSO-d6, δ, 8.50 (d, 2 H, 7.38-7.27 (m, 5 H, 6.52 (t, 1 H, 1.86 (s, 6 H, 13C NMR (125 MHz, DMSO-d6, δ, 169.5, 141.5, 129.2, 128.4, 127.3, 58.2, 23.4. ESI-MS: m/z, 229 [M, Na, Preparation of L2a-2c Benzaldehyde (10 mmol) and substituted urea (20 mmol) were mixed with MeCN (5 mL) and stirred at r.t. for 5 h. The corresponding product were furnished in quantitative yield after removal of solvent. Ligand L2a: 1H NMR 500 MHz, DMSO-d6
- +.

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