Synthesis of Triazolo- and Oxadiazolopiperazines by Gold(I)-Catalyzed Domino Cyclization: Application to the Design of a Mitogen Activated Protein (MAP) Kinase Inhibitor

被引：9

作者：

Yamamoto, Koki ^{[1
]}

Yoshikawa, Yasushi ^{[2
]}

Ohue, Masahito ^{[2
]}

Inuki, Shinsuke ^{[1
]}

Ohno, Hiroaki ^{[1
]}

Oishi, Shinya ^{[1
]}

机构：

[1] Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan

[2] Tokyo Inst Technol, Sch Comp, Dept Comp Sci, Meguro Ku, Tokyo 1528550, Japan

来源：

ORGANIC LETTERS | 2019年 / 21卷 / 02期

关键词：

CATALYZED INTRAMOLECULAR HYDROAMINATION; PATHWAY DEPENDENT MALIGNANCIES; POTENT SMOOTHENED ANTAGONIST; FUSED PIPERAZINE; INTERMOLECULAR HYDROAMINATION; NEUROKININ-3; RECEPTOR; UNACTIVATED ALKENES; RAPID ACCESS; DERIVATIVES; ALKYNES;

D O I：

10.1021/acs.orglett.8b03500

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient method for the synthesis of [1,2,4]triazolo-[4,3-a]piperazine derivatives was established based on a gold(I)-catalyzed domino cyclization of an amidrazone substrate with a terminal alkyne. The amidoxime congeners were converted into [1,2,4]oxadiazolo[4,5-a]piperazine derivatives in the presence of a gold catalyst. The oxadiazolopiperazine is a promising scaffold for the design of novel inhibitors against p38 mitogen activated protein kinase (MAP kinase).

引用

页码：373 / 377

页数：5

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