Journal
CHEMICAL COMMUNICATIONS
Volume 56, Issue 20, Pages 2979-2982Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/d0cc00601g
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Funding
- National Natural Science Foundation of China [21702105, 31902419]
- Natural Science Foundation of Jiangsu Province, China [BK20170981]
- Science and Technology Research Project of Henan Province [182102310623, 192102110084, 202102210230]
- Scientific Research Innovation Foundation of Zhoukou Normal University [ZKNUA201802, ZSHYCX1908]
- Young and MiddleAged Backbone Teachers of Zhoukou Normal University
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A N-2-selective beta-selenoalkylation of 1,2,3-triazoles with alkenes mediated by diamines has been developed. The reaction proceeds presumably via the interaction of diamines with both the triazole moiety and selenium/alkene complex to construct a U-shaped reaction intermediate. This activation mode will block the N-1 position on triazoles and thus favor the N-2-selective selenoamination. This stereospecific anti-addition method enables an efficient N-2-selective b-selenoalkylation of 1,2,3-triazoles under mild and open-air conditions and might find applications in the synthesis of biologically active molecules.
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