SCOPUS 정보 검색 플랫폼

Volumn , Issue 12, 2009, Pages 2023-2027

One-pot synthesis of functionalized benzimidazoles and 1H-pyrimidines via cascade reactions of o-aminoanilines or naphthalene-1,8-diamine with alkynes and p-tolylsulfonyl azide

(3) She, Jin a Jiang, Zheng a Wang, Yanguang a,b

a ZHEJIANG UNIVERSITY (China)

b LANZHOU UNIVERSITY (China)

Author keywords

1H pyrimidine; Alkynes; Benzimidazole; Naphthalene 1,8 diamine; o aminoanilines

Indexed keywords

ALKYNE DERIVATIVE; ANILINE DERIVATIVE; AZIDE; BENZIMIDAZOLE DERIVATIVE; NAPHTHALENE DERIVATIVE; PYRIMIDINE DERIVATIVE;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL INTERACTION; CHEMICAL REACTION; ONE POT SYNTHESIS; PROTON NUCLEAR MAGNETIC RESONANCE;

EID: 67651224813 PISSN: 09365214 EISSN: 14372096 Source Type: Journal
DOI: 10.1055/s-0029-1217515 Document Type: Article

Times cited : (64)

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- General Procedure for the Synthesis of Benzimidazoles and Pyrimidines To a solution of p-tolylsulfonyl azide (2.2 mmol, terminal alkyne (2.1 mmol, diamine (o-aminoaniline or naphthalene-1,8-diamine; 2 mmol, and CuI (0.2 mmol) in MeCN (10 mL, was added dropwise Et3N (2 mmol, The reaction was stirred at r.t. under N 2 for 6 h, then concd. H2SO4 (98, 0.4 mL) was added to the reaction mixture. The resulting solution was heated under reflux for 4 h. After cooling to r.t, the solution was poured into H2O (20 mL, and neutralized with K2CO3. MeCN was removed in vacuum, and the resulting solution was extracted with EtOAc (3 x 5 mL, The organic layer was combined, dried over anhydrous sodium sulfate, and the solvent was removed under vacuum. The residue was purified by column chromatography on silica gel petroleum ether-EtOAc, 2:1→1:2, 2-Benzyl-1H- benzo[d]imidazole
- 2: 293.0840; found: 293.0829.

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