Titanium-mediated reductive cross-coupling reactions of imines with nitriles: an efficient route for the synthesis of α-aminoketones or 1, 2-diketones

H Chen, G Fan, S Li, K Mao, Y Liu

Index: Chen, Haoyi; Fan, Guoqin; Li, Shi; Mao, Kebin; Liu, Yuanhong Tetrahedron Letters, 2014 , vol. 55, # 9 p. 1593 - 1596

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Citation Number: 5

Abstract

Abstract The reaction of imines with low-valent titanium species, generated in situ by using Ti (O i Pr) 4/2 cC 5 H 9 MgCl reagent, affords titanium–imine complex, which can couple with nitriles to provide 2, 5-diazatitanacyclopentenes. α-Aminoketones are obtained in good yields by quenching the corresponding 2, 5-diazatitanacyclopentenes with aqueous HCl solution. However, when the reaction is first quenched with MeOH in air followed by ...