Tetrahedron letters

Catalyzed hydroboration of nitrostyrenes and 4-vinylaniline: a mild and selective route to aniline derivatives containing boronate esters

CM Vogels, A Decken, SA Westcott

Index: Vogels, Christopher M.; Decken, Andreas; Westcott, Stephen A. Tetrahedron Letters, 2006 , vol. 47, # 14 p. 2419 - 2422

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Citation Number: 13

Abstract

Transition metal catalyzed reactions of catecholborane (HBcat; cat= 1, 2-O2C6H4) with β- nitrostyrene and 3-nitrostyrene lead to products derived from competing hydrogenation and hydroboration of the alkene unit along with reduction of the nitro group. Hydroboration of 4- vinylaniline gave regioselective formation of either the branched or the linear organoboronate ester depending upon the catalyst precursors (ie, RhCl (PPh3) 3 or Rh ( ...