Tetrahedron Letters

An α-aminomethyl carbanion equivalent via a novel Barbier reaction:(1H-naphtho [1, 8-de]-1, 2, 3-triazin-2-yl) methyl anion

S Chandrasekhar, M Sridhar

文献索引：Chandrasekhar, Sosale; Sridhar, Malayalam Tetrahedron Letters, 2000 , vol. 41, # 23 p. 4685 - 4688

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被引用次数: 2

摘要

A novel sonication-promoted Barbier reaction putatively generated the titled species from the corresponding naphthotriazinylmethyl chloride and magnesium in THF: its formal addition to a variety of carbonyl compounds in situ, occurred in excellent yields. Subsequent catalytic hydrogenolysis of the triazine moiety demasked the amine, thus defining a route to various phenylethylamines (including the alkaloid 'mescaline'), or ethanolamines (in two ...