Synlett 2012; 23(7): 1101-1102
DOI: 10.1055/s-0031-1290662
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© Georg Thieme Verlag Stuttgart · New York

Boron Trifluoride Etherate

July Andrea Hernández Muñoz
Departamento de Química Orgânica, Instituto de Química, Universidade Federal do Rio de Janeiro, Av. Athos da Silveira Ramos 149, Centro de Teconologia, Bloco A, 6 Andar, Ilha do Fundão 21941-909, Rio de Janeiro, Brazil, Email: julyandreahernandez@gmail.com
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Publication History

Publication Date:
05 April 2012 (online)

Introduction

Boron trifluoride etherate (BF3·OEt2, 1) is an effective reagent widely used for a variety of organic transformations,[ 1 ] especially for the construction of heterocycles systems by formation of carbon–carbon and carbon–heteroatom bond. Some applications in organic chemistry ­include the synthesis of quinolines[ 2 ], spiro dihydroquinoline-oxindoles,[ 3 ] tetrahydrofurans,[ 4 ] trienes,[ 5 ] benzofurans[ 6 ] and dioxocanes.[ 7 ]

The complex BF3·OEt2 is a clear and volatile liquid which boils at 126 °C,[ 8 ] may form explosive peroxides in contact with air or oxygen and reacts exothermically with water to form extremely flammable diethyl ether.

BF3·OEt2 is commercially available, but it can be prepared by reaction between ethyl ether and the gaseous Lewis acid BF3 (Scheme [1]).

Zoom Image
Scheme 1
 
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