Copper-Mediated N-Arylations of Hydantoins

被引：15

作者：

Thilmany, Pierre ^{[1
]}

Gerard, Phideline ^{[1
]}

Vanoost, Agathe ^{[2
]}

Deldaele, Christopher ^{[1
]}

Petit, Laurent ^{[2
]}

Evano, Gwilherm ^{[1
]}

机构：

[1] Univ Libre Bruxelles, Lab Chim Organ, Serv Chim & PhysicoChim Organ, Ave FD Roosevelt 50,CP160-06, B-1050 Brussels, Belgium

[2] Minakem Rech, 145 Chemin Lilas, F-59310 Beuvry La Foret, France

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2019年 / 84卷 / 01期

关键词：

DERIVATIVES; ACID; 1,1-DIBROMO-1-ALKENES; ALKYNYLATION; GENERATION; INHIBITORS; ALKALOIDS; OXIDATION; COMPLEX;

D O I：

10.1021/acs.joc.8b02284

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A set of two broadly applicable procedures for the N-arylation of hydantoins is reported. The first one relies on the use of stoichiometric copper(I) oxide under ligand- and base-free conditions and enables a clean regioselective arylation at the N-3 nitrogen atom, while the second one is based on the use of catalytic copper(I) iodide and trans-N,N'-dimethylcyclohexane-1,2-diamine and promotes arylation at the N-1 nitrogen atom. Importantly, the combination of these two procedures affords a straightforward entry to diarylated hydantoins.

引用

页码：392 / 400

页数：9

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