Regioselective ring-opening of aziridines with thiophenol in the presence of β-cyclodextrin in water

Synlett

Volumn , Issue 3, 2005, Pages 489-490

  Reddy, Somi ^a   Narender, M ^a   Rao, Rama ^a  

^a INDIAN INSTITUTE OF CHEMICAL TECHNOLOGY   (India)

Author keywords

aminothiophenols; cyclodextrin; Aziridines; Biomimetic; Thiophenols; Water

Indexed keywords

AZIRIDINE DERIVATIVE; BETA CYCLODEXTRIN; N TOSYLAZIRIDINE; THIOPHENOL; THIOPHENOL DERIVATIVE; UNCLASSIFIED DRUG; WATER;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; REACTION ANALYSIS; RING OPENING; STEREOCHEMISTRY;

EID: 14644419029     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2005-862366     Document Type: Article

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35. 2O (15 mL) and heated to 60 °C until a clear solution was formed. Then aziridine (1 mmol), dissolved in acetone (1 mL), was added drop-wise and the mixture allowed to react 50 °C. Thiophenol (1 mmol) was then added and the reaction mixture was stirred for 12 h at this temperature. The reaction mixture was extracted with EtOAc, dried, filtered and concentrated under reduced pressure. The crude product was purified by column chromatography on silica gel (mesh 60-120) with EtOAc-hexane (1.2:8.8) as eluent.
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