Catalyst-Controlled Amino- versus Oxy-Acetoxylation of Urea-Tethered Alkenes: Efficient Synthesis of Cyclic Ureas and Isoureas

被引：66

作者：

Rao, Wei-Hao ^{[1
]}

Yin, Xue-Song ^{[1
]}

Shi, Bing-Feng ^{[1
]}

机构：

[1] Zhejiang Univ, Dept Chem, Hangzhou 310027, Zhejiang, Peoples R China

来源：

ORGANIC LETTERS | 2015年 / 17卷 / 15期

关键词：

EMPLOYING N-IODOSUCCINIMIDE; PD(II)-CATALYZED OXIDATIVE CYCLIZATION; HYPERVALENT IODINE(III) REAGENTS; 6-MEMBERED NITROGEN-HETEROCYCLES; INTRAMOLECULAR DIAMINATION; FUNCTIONALIZED HYDROXYLAMINES; ASYMMETRIC DIHYDROXYLATION; MECHANISTIC PATHWAYS; UNACTIVATED ALKENES; BOND FORMATION;

D O I：

10.1021/acs.orglett.5b01741

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A catalyst-controlled vicinal amino- versus oxy-acetoxylation of alkenes with PhI(OAc)(2) as the oxidant is described. The divergent synthesis of cyclic ureas and isoureas was achieved in good yields under mild conditions employing ambident urea nucleophiles. Both terminal and internal alkenes are compatible with this reaction protocol.

引用

页码：3758 / 3761

页数：4

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