Synthesis of Unsymmetrical Vicinal Diamines via Directed Hydroamination

被引：8

作者：

Lee, Byung Joo ^{[1
]}

Ickes, Andrew R. ^{[2
]}

Gupta, Anil K. ^{[2
]}

Ensign, Seth C. ^{[2
]}

Ho, Tam D. ^{[1
]}

Tarasewicz, Anika ^{[1
]}

Vanable, Evan P. ^{[3
]}

Kortman, Gregory D. ^{[1
]}

Hull, Kami L. ^{[1
,2
]}

机构：

[1] Univ Texas Austin, Dept Chem, Austin, TX 78712 USA

[2] Univ Illinois, Dept Chem, Urbana, IL 61812 USA

[3] Elmhust Univ, Dept Chem & Biochem, Elmhurst, IL 60126 USA

来源：

ORGANIC LETTERS | 2022年 / 24卷 / 30期

关键词：

PHARMACOLOGICAL-PROPERTIES; THERAPEUTIC-USE; DIAMINATION; DIAZIDATION; DISCOVERY; MECHANISM; ALKENES; DRUG;

D O I：

10.1021/acs.orglett.2c01911

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Vicinal diamines are a common motif found in biologically active molecules. The hydroamination of allyl amine derivatives is a powerful approach for the synthesis of substituted 1,2-diamines. Herein, the rhodium-catalyzed hydroamination of primary and secondary allylic amines using diverse amine nucleophiles, including primary, secondary, acyclic, and cyclic aliphatic amines to access a wide range of unsymmetrical vicinal diamines, is presented. The utility of this methodology is further demonstrated through the rapid synthesis of several bioactive molecules and analogs.

引用

页码：5513 / 5518

页数：6

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