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Synlett

Volumn , Issue 1, 2008, Pages 0116-0118

Synthesis of sulfoximidoyl-substituted triazoles by huisgen 1,3-dipolar cycloaddition

(5) Füger, Bernhard a Sklute, Genia b Marek, Ilan b Bolm, Gae Young a Bolm, Carsten a

a RWTH AACHEN UNIVERSITY (Germany)

b TECHNION ISRAEL INSTITUTE OF TECHNOLOGY (Israel)

Author keywords

Azide; Cycloaddition; Huisgen; Sulfoximines; Triazole

Indexed keywords

ALKYNYL GROUP; AZIDE; SULFOXIDE; SULFOXIMINE; TRIAZOLE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; CYCLOADDITION; HUISGEN 1,3 DIPOLAR CYCLOADDITION; SYNTHESIS;

EID: 38549117767 PISSN: 09365214 EISSN: None Source Type: Journal
DOI: 10.1055/s-2007-1000837 Document Type: Article

Times cited : (5)

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38
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- General Procedure for the Cycloaddition Reaction Under vigorous stirring a mixture of NaN3 (12 equiv) and the corresponding bromide (15 equiv) was heated to reflux in H2O (0.7 M) for 1 h. Then, a solution of sulfoximine 4 (1 equiv) in CH2Cl2 (0.08 M) was added dropwise. After 3 h at 100°C under reflux and stirring, the product was extracted with CH2Cl2 and purified by flash column chromatography. As representative example, the analytical data for 1-benzyl-5-butyl-4-(N-tosyl, 4-methylphenylsulfonimidoyl)-1H-1,2, 3-triazole (3a) obtained from the reaction of sulfoximine 4a with benzyl azide are given. Colorless oil (68, chromatography: EtOAc-pentane (1:3, 1H NMR (400 MHz, CDCl3, δ, 0.79 (t, J, 7.0 Hz, 3 H, 1.21-1.29 (m, 4 H, 2.37 (s, 3 H, 2.41 (s, 3 H, 2.76-2.85 (m, 1 H, 2.93-3.02 (m, 1 H, 5.44 d, J, 15.5 Hz, 1 H, 5.49
- 3: C, 62.04; H, 5.79; N, 10.72. Found: C, 62.06; H, 5.81; N, 11.14.

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.