Synthesis of 3-(aminomethyl)pyridine by traceless C3-selective umpolung of 1-amidopyridin-1-ium salts
Synthesis of 3-(aminomethyl)pyridine by traceless C3-selective umpolung of 1-amidopyridin-1-ium salts
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1-酰胺吡啶-1-鎓盐无痕 C3 选择性反极性合成 3-(氨甲基)吡啶
DOI：
10.1039/c6cc09582h
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发表时间：
2017
期刊：
影响因子：
--
通讯作者：
Bo Wang
中科院分区：
文献类型：
--
作者：
Pingsheng Tang;Dehai Xiao;Bo Wang
1-氨基-1-吡啶盐与氨基发生一锅反应，然后N-N键被还原裂解，合成了3-氨甲基-3-氨甲基吡啶。吡啶的这种C3选择性的形式C-H活化的特征是1-酰胺基吡啶-1-阳离子盐向原位生成的1-氨基-2-二烷氨基-1，2-二氢吡啶中间体的Mannich类型C-C键的形成无迹可循。
A natural product inspired rapid access of 3-(aminomethyl)pyridine by one-pot reaction of 1-amidopyridin-1-ium salt with aminal followed by reductive cleavage of the N–N bond is developed. This C3-selective formal C–H activation of pyridine features a traceless umpolung of the 1-amidopyridin-1-ium salt toward a Mannich type C–C bond formation of the in situ generated 1-amido-2-dialkylamino-1,2-dihydropyridine intermediate.