Tetrahedron

Reductive deamination of aryl-and heteroaryl-amines via pyridinium fluorides

AR Katritzky, A Chermprapai, S Bravo, RC Patel

Index: Katritzky, Alan R.; Chermprapai, Amornsri; Bravo, Susana; Patel, Ranjan C. Tetrahedron, 1981 , vol. 37, # 21 p. 3603 - 3607

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Citation Number: 8

Abstract

The corresponding “pseudobase” Δ2-1, 5-diketones (8) and (14) afford dihydrochromenylium (9b) and tetrahydro-xanthylium monofluorides (15). These convert aryl- and heteroarylamines into dihydroquinolinium (10) and tetrahydro-acridinium (16) monofluorides which at 130–250° give the deaminated arenes and heteroarenes (average overall yield 60%).