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Deoxygenation of tertiary amine N-oxides under metal free condition using phenylboronic acid
Tetrahedron Letters ( IF 1.5 ) Pub Date : 2017-02-12 10:51:13
Surabhi Gupta, Popuri Sureshbabu, Adesh Kumar Singh, Shahulhameed Sabiah, Jeyakumar Kandasamy

A simple and efficient method for the deoxygenation of amine N-oxides to corresponding amines is reported using the green and economical reagent phenylboronic acid. Deoxygenation of N,N-dialkylaniline N-oxides, trialkylamine N-oxides and pyridine N-oxides were achieved in good to excellent yields. The reduction susceptible functional groups such as ketone, amide, ester and nitro groups are well tolerated with phenylboronic acid during the deoxygenation process even at high temperature. In addition, an indirect method for identification and quantification of tert-amine N-oxide is demonstrated using UV–Vis spectrometry which may be useful for drug metabolism studies.

中文翻译:

在无金属条件下使用苯基硼酸对叔胺N-氧化物进行脱氧

据报道,使用绿色且经济的试剂苯基硼酸将胺N-氧化物脱氧为相应的胺是一种简单有效的方法。N,N-二烷基苯胺N-氧化物,三烷基胺N-氧化物和吡啶N-氧化物的脱氧以良好或优异的收率实现。在脱氧过程中,即使在高温下,还原性敏感的官能团(如酮,酰胺,酯和硝基)也能很好地被苯基硼酸所耐受。另外,使用紫外可见光谱法证明了一种间接鉴定和定量叔胺N-氧化物的方法,该方法可能对药物代谢研究有用。
更新日期:2017-02-13
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