期刊
NATURE COMMUNICATIONS
卷 9, 期 -, 页码 -出版社
NATURE PUBLISHING GROUP
DOI: 10.1038/s41467-018-05638-y
关键词
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资金
- Nanjing Tech University [3980001601, 39837112]
- Natural Science Foundation of Jiangsu Province, China [BK20170965]
- US National Science Foundation [CHE-1464744]
- SICAM Fellowship by Jiangsu National Synergetic Innovation Center for Advanced Materials
Amines are fundamental motifs in bioactive natural products and pharmaceuticals. Using simple toluene derivatives, a one-pot aminobenzylation of aldehydes is introduced that provides rapid access to amines. Simply combining benzaldehydes, toluenes, NaN(SiMe3)(2), and additive Cs(O2CCF3) (0.35 equiv.) generates a diverse array of 1,2-diarylethylamine derivatives (36 examples, 56-98% yield). Furthermore, suitably functionalized 1,2-diarylethylamines were transformed into 2-aryl-substituted indoline derivatives via Buchwald-Hartwig amination. It is proposed that the successful deprotonation of toluene by MN(SiMe3)(2) is facilitated by cation-pi interactions between the arene and the group(I) cation that acidify the benzylic C-Hs.
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