Deamination of Betti bases: a facile route to 1-alkyl-2-naphthols and phenols via a metal-free transfer hydrogenation under microwave irradiation. Issue 27 (1st July 2015)

• Record Type: Journal Article
• Authors: Dutta, Prantu; Pegu, Choitanya Dev; Deb, Mohit L.; Baruah, Pranjal K.
• Is Part Of: Tetrahedron letters. Volume 56:Issue 27(2015)
• Page Start: 4115
• Page End: 4118
• Publication Date: 2015-07-01
• Subjects: Deamination -- Microwave -- Betti bases -- Elimination–addition -- Hantzsch ester; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2015.05.031
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Abstract: A facile route to 1-alkyl-2-naphthols/phenols via deamination followed by a metal-free catalytic transfer hydrogenation of 1-(α-aminoalkyl)-2-naphthols/phenols, commonly called Betti bases under microwave irradiation has been developed. Hantzsch 1, 4-dihydropyridine is used as the reductant. A mechanistic proposal involving elimination–addition mechanism is described. The reaction is simple, clean, and offers very good yields of products.