Organic letters

Expanding the substrate scope for CH amination reactions: Oxidative cyclization of urea and guanidine derivatives

M Kim, JV Mulcahy, CG Espino, J Du Bois

Index: Kim, Mihyong; Mulcahy, John V.; Espino, Christine G.; Du Bois Organic Letters, 2006 , vol. 8, # 6 p. 1073 - 1076

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Citation Number: 135

Abstract

Oxidative CH amination of N-trichloroethoxysulfonyl-protected ureas and guanidines is demonstrated to proceed in high yield for tertiary and benzylic-derived substrates. The success of these reactions is predicated on the choice of the electron-withdrawn 2, 2, 2- trichloroethoxysulfonyl (Tces) protecting group, the commercial catalyst Rh2 (esp) 2 (1-2 mol%), and toluene as solvent. The frequency with which the heterocyclic imidazolidin-2- ...