Tetrahedron

A new efficient synthetic strategy for N-(dialkylamino) azacycle as a tetrasubstituted hydrazine derivative using sodium triacyloxyborohydride

H Mizufune, H Yamamoto, M Nakamura, S Miki

Index: Mizufune, Hideya; Yamamoto, Hiroaki; Nakamura, Minoru; Miki, Shokyo Tetrahedron, 2008 , vol. 64, # 27 p. 6275 - 6280

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Abstract

A new efficient and convergent method has been developed to construct a N-(dialkylamino) azacyclic system as a tetrasubstituted hydrazine via reductive alkylation of the corresponding hydrazone using sodium triacyloxyborohydride [NaBH (OCOR) 3], which is tolerant of various substituents (eg, phenol, conjugated olefin, amide, and thioamide) on the substrate and useful for organization of the N-aminoazacycle array.