化学
亚胺
组合化学
硅烷化
反应条件
有机化学
表面改性
多样性(控制论)
纳米技术
盐(化学)
作者
Yu Niu,Xiaocui Liu,Meiling Li,Kun Liu,Guochao Liao,Zhongqiu Liu,Xiang Luo,Wenbo Ming
标识
DOI:10.1021/acs.joc.6c00375
摘要
α-Aminosilanes have garnered significant attention as privileged structural motifs owing to their profound applications in pharmaceutical research, synthetic methodology, and advanced materials. We report here a general three-component Sila-Strecker reaction that utilizes an air- and moisture-stable Cu(II) salt catalyst, a silylation reagent, and ubiquitous starting materials, including a variety of amines (aryl amines, sulfamides, and sulfinamides) and carbonyl compounds (aldehydes and ketones). Diverse synthetically useful and pharmaceutically relevant α-aminosilanes are synthesized in moderate to excellent yields. Preliminary mechanistic investigation indicated an imine intermediate, which formed with the promotion of Ti(OEt) 4 . Compared with previous attempts, the established method offers a step-economic, operationally simple, and broadly tolerant approach that proceeds to α-aminosilane synthesis under mild conditions. Moreover, this reaction has been applied to the late-stage functionalization of a variety of bioactive natural products.
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