Site-selective amination and/or nitrilation via metal-free C(sp2)-C(sp3) cleavage of benzylic and allylic alcohols

被引:10
|
作者
Anugu, Raghunath Reddy [1 ]
Falck, John R. [1 ]
机构
[1] Univ Texas Southwestern Med Ctr Dallas, Dept Biochem, Dept Pharmacol, Div Chem, Dallas, TX 75390 USA
关键词
C BOND-CLEAVAGE; CARBOXYLIC-ACIDS; H AMINATION; N-H; KETONES; OXYGENATION; MECHANISM; OXIDATION; ANILINES; NITROGEN;
D O I
10.1039/d2sc00758d
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Benzylic/allylic alcohols are converted via site-selective C(sp(2))-C(sp(3)) cleavage to value-added nitrogenous motifs, viz., anilines and/or nitriles as well as N-heterocycles, utilizing commercial hydroxylamine-O-sulfonic acid (HOSA) and Et3N in an operationally simple, one-pot process. Notably, cyclic benzylic/allylic alcohols undergo bis-functionalization with attendant increases in architectural complexity and step-economy.
引用
收藏
页码:4821 / 4827
页数:7
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