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

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

The Journal of organic chemistry (2008-02-28)
Raouf Medimagh, Sylvain Marque, Damien Prim, Saber Chatti, Hédi Zarrouk
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.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
5-Bromo-2-furaldehyde, 97%