化学
区域选择性
甲苯
亲核细胞
组合化学
卤化物
溶剂
有机化学
亲核加成
催化作用
作者
Shouliang Yang,Fen Wang,Stephanie Scales,Michelle Tran‐Dube,Madeline Berry,Haiwei Xu,Tao Feng,Liangliang Xue,Zhipeng Ma,Bryan Li,Indrawan McAlpine
标识
DOI:10.1021/acs.joc.3c02748
摘要
2- or 4-Pyridyl benzylic amines represent a privileged motif in drug discovery. However, the formation of heterocyclic benzylic amines with fully substituted α-carbons can require the execution of lengthy synthetic routes, which limit their application. Addition of various nucleophilic agents to Ellman's imines has been well established; however, there is no precedented literature reported for pyridyl-type nucleophiles, which are very important for medicinal chemistry. In this letter, we disclose the development of a one-step synthesis of heterocyclic benzylic amines with fully substituted α-carbons from heteroaryl halides and sulfinyl imines. Starting from 2,4-dibromopyridine, regioselective synthesis of 2- or 4-pyridyl benzylic amines could be achieved by choosing toluene or MTBE as a solvent.
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