Direct oxidative installation of nitrooxy group at benzylic positions and its transformation into various functionalities

S Kamijo, Y Amaoka, M Inoue

Index: Kamijo, Shin; Amaoka, Yuuki; Inoue, Masayuki Tetrahedron Letters, 2011 , vol. 52, # 36 p. 4654 - 4657

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Citation Number: 13

Abstract

C–H Nitrooxylation at benzylic positions has been achieved by employing the N- hydroxyphthalimide (NHPI) catalyst/cerium (IV) ammonium nitrate (CAN) reagent system. The nitrooxy groups were demonstrated to function as tentative hydroxy protecting groups, as well as excellent leaving groups for N-and C-substitution reactions. Hence, the present method offers a unique way to synthesize diverse O-, N-, or C-functionalized benzylic ...