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Volumn , Issue 7, 2007, Pages 1091-1095

Titanium-catalyzed hydroamination of propargyl alcohol derivatives: Synthesis of 3-silyloxy-2-methylindoles via hydrohydrazination

Author keywords

Alkyne; Hydrazine; Hydroamination; Indole; Titanium

Indexed keywords

3 (TERT BUTYLDIMETHYLSILYLOXY)INDOLE DERIVATIVE; 3 SILYLOXY 2 METHYLINDOLE DERIVATIVE; ALCOHOL DERIVATIVE; INDOLE DERIVATIVE; TITANIUM; UNCLASSIFIED DRUG;

EID: 34248161446     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2007-973892     Document Type: Article
Times cited : (49)

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    • Representative Procedure: Synthesis of 1-Benzyl-3, tert-butyldimethylsilyloxy)-2-methyl-1H-indole (4b) In an ACE pressure tube under an argon atmosphere the ligand 2,6-di-tert-butyl-4-methylphenol (22.0 mg, 0.1 mmol) is dissolved in 3 mL dry toluene. To this solution N-benzyl-N-phenylhydrazine (257.7 mg, 1.3 mmol, tert-butyldimethylsiloxy-2-propyne (209.0 mL, 1.0 mmol) and Ti(NEt2)4 (18 μL, 0.05 mmol) were added. The reaction mixture was heated at 100°C for 24 h. Then the pressure tube was opened under argon to add ZnCl2 (410.0 mg, 3.0 mmol, The reaction mixture was heated at 100°C for further 24 h. After cooling to r.t. the solution was decanted and the dark residue was washed with toluene and EtOAc. After removal of the combined solvents in vacuo and purification by column chromatography (eluent: hexane-EtOAc, 10:1) yielded 1-benzyl-3-tert- butyldimethylsilyloxy
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.