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Synlett 2008(14): 2111-2114  
DOI: 10.1055/s-2008-1078026
LETTER
© Georg Thieme Verlag Stuttgart ˙ New York

The Use of Diethylaminosulfur Trifluoride (DAST) for Fluorination in a Continuous-Flow Microreactor

Marcus Baumann, Ian R. Baxendale, Steven V. Ley*
Innovative Technology Centre, Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge CB2 1EW, UK
Fax: +44(1223)336442; e-Mail: svl1000@cam.ac.uk;
Further Information

Publication History

Received 8 July 2008
Publication Date:
05 August 2008 (online)

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Abstract

The convenient and safe use of diethylaminosulfur tri­fluoride as a fluorinating agent in a continuous-flow microreactor is described using an in-line purification method to obtain clean reaction products.

Key words

microreactor - flow chemistry - immobilized reagents - fluorination - DAST

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11

Vapourtec R2+/R4 units are available from Vapourtec Ltd, Place Farm, Ingham, Suffolk, IP31 1NQ, UK. Website: http://www.vapourtec.co.uk. See also http://leyitc.ch.cam.ac.uk/equipment.html for images of the equipment.

12

Commercially available Omnifit® glass chromatography columns with adjustable height-end pieces(plunger). Typically, the polymer-supported reagent is placed in an appropriately sized Omnifit® column, usually 10 mm bore by 150 mm length, or shorter and the plungers are adjusted to relevant bed heights and the polymer swelled/washed with solvent. Website: http://www.omnifit.com.

13

Available from Macherey-Nagel GmbH & Co. Dueren, Germany.

15

Oxazoline synthesis in the total synthesis of (-)-hennoxazole A: Ley, S. V. unpublished results.