A new palladium-mediated approach to 4- N-arylamino-1-butanols from peroxidic tetrahydrofuran and primary aromatic amines

Henry F Russell,John B Bremner,Jennifer Bushelle-Edghill,Melissa R Lewis,Stacey R Thomas,Floyd Bates

doi:10.1016/j.tetlet.2006.12.136

A new palladium-mediated approach to 4- N-arylamino-1-butanols from peroxidic tetrahydrofuran and primary aromatic amines

Henry F Russell, John B Bremner + Show 4 more

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https://doi.org/10.1016/j.tetlet.2006.12.136

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Journal: Tetrahedron Letters	Publication Date: Jan 5, 2007
Citations: 22

Affiliation: Johnson C. Smith University, University of Wollongong

#Reaction Of Primary Aromatic Amines #Aromatic Amines + Show 8 more

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Abstract

Reaction of primary aromatic amines with peroxidic tetrahydrofuran (THF) in the presence of hydrogen and 10% palladium on carbon catalyst results in THF ring opening to give 4- N-arylamino-1-butanols in a good yield. The reaction mechanism is believed to involve a free-radical sequence resulting in an imino alcohol subsequently reduced to product.

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