One-pot hydrogen peroxide and hydrohalic acid induced ring closure and selective aromatic halogenation to give new ring-fused benzimidazoles
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2015-06-05Author
Gurry, Michael
Sweeney, Martin
McArdle, Patrick
Aldabbagh, Fawaz
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Gurry, Michael; Sweeney, Martin; McArdle, Patrick; Aldabbagh, Fawaz (2015). One-pot hydrogen peroxide and hydrohalic acid induced ring closure and selective aromatic halogenation to give new ring-fused benzimidazoles. Organic Letters 17 (11), 2856-2859
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Abstract
A new series of selectively dichlorinated and dibrominated five- to eight-membered-ring [1,2-a]-fused benzimidazoles and [1,4]oxazino[4,3-a]benzimidazoles are synthesized in mostly high yields of >80% using the reaction of hydrogen peroxide and hydrohalic acid with commercially available o-cyclic amine substituted anilines. Domestic bleach with HCl can also be used for a one-pot ring closure and chlorination.