Journal of Organic Chemistry 2008-03-21

From furans to anilines: toward one-pot two-step amination/diels-alder sequences.

Raouf Medimagh, Sylvain Marque, Damien Prim, Saber Chatti, Hédi Zarrouk

Index: J. Org. Chem. 73(6) , 2191-7, (2008)

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Abstract

Selective metal-free amination and Diels-Alder reactions are described in the furan series, leading to polysubstituted anilines or to stable oxabicyclic adducts in high yield. Interestingly, anilines are conveniently prepared through a novel one-pot, two-step amination/Diels-Alder procedure from commercially available 5-bromo-2-furaldehyde.