Tetrahedron

Radical dearomatization of arenes and heteroarenes

D Crich, M Patel

Index: Crich, David; Patel, Mitesh Tetrahedron, 2006 , vol. 62, # 33 p. 7824 - 7837

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Citation Number: 24

Abstract

The stannane-mediated benzeneselenol-catalyzed addition of aryl iodides to a range of arenes and aromatic hetereocycles has been studied. With furan, thiophene, and several carbocyclic arenes, the addition takes place with quenching of the adduct radical by the catalytic selenol leading to moderate yields of aryl-dihydroarenes. With nitrogen heterocycles, on the other hand, it was not possible to suppress aromatization of the ...