| Autor: |
Li, Rui, Wu, Yongmeng, Wang, Changhong, He, Meng, Liu, Cuibo, Zhang, Bin |
| Zdroj: |
Nature Communications; 10/10/2022, Vol. 13 Issue 1, p1-10, 10p |
| Abstrakt: |
Developing a step-economical approach for efficient synthesis of α,β-deuterio aryl ethylamines (α,β-DAEAs) with high deuterium ratios using an easy-to-handle deuterated source under ambient conditions is highly desirable. Here we report a room-temperature one-pot two-step transformation of aryl acetonitriles to α,β-DAEAs with up to 92% isolated yield and 99% α,β-deuterium ratios using D2O as a deuterium source. The process involves a fast α-C − H/C − D exchange and tandem electroreductive deuteration of C ≡ N over an in situ formed low-coordinated Fe nanoparticle cathode. The moderate adsorptions of nitriles/imine intermediates and the promoted formation of active hydrogen (H*) on unsaturated Fe sites facilitate the electroreduction process. In situ Raman confirms co-adsorption of aryl rings and the C ≡ N group on the Fe surface. A proposed H*-addition pathway is confirmed by the detected hydrogen and carbon radicals. Wide substrate scope, parallel synthesis of multiple α,β-DAEAs, and successful preparation of α,β-deuterated Melatonin and Komavine highlight the potential.One-pot efficient synthesis of α,β-deuterio aryl ethylamines with high deuterium ratios using an easy-to-handle deuterated source under ambient conditions is desirable. Here the author report the electrosynthesis of α,β-deuterio aryl ethylamines from aryl acetonitriles using D2O. [ABSTRACT FROM AUTHOR] |
| Databáze: |
Complementary Index |
| Externí odkaz: |
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