Palladium-Catalyzed Alkenylation of Azaarylmethylamines with Vinyl Halides

被引：13

作者：

Duan, Shengzu ^{[1
]}

Li, Minyan ^{[2
]}

Ma, Xueqiong ^{[1
]}

Chen, Wen ^{[1
]}

Li, Liang ^{[1
]}

Zhang, Hongbin ^{[1
]}

Yang, Xiaodong ^{[1
]}

Walsh, Patrick J. ^{[2
]}

机构：

[1] Yunnan Univ, Minist Educ & Yunnan Prov, Sch Chem Sci & Technol, Key Lab Med Chem Nat Resources, Kunming 650091, Yunnan, Peoples R China

[2] Univ Penn, Dept Chem, Roy & Diana Vagelos Labs, Penn Merck Lab High Throughput Experimentat, Philadelphia, PA 19104 USA

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2018年 / 360卷 / 24期

基金：

美国国家科学基金会;

关键词：

Azaarylmethylamines; Alkenylation; Palladiumcatalyst; NIXANTPHOS; Vinyl halides; ARYLATION; DIARYLMETHANES; POTENT; ARYL;

D O I：

10.1002/adsc.201801045

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A general and versatile alkenylation protocol for the synthesis of vinyl-azaarylmethyl-amines has been developed. Enabled by a palladium/NIXANTPHOS catalyst, this protocol provides efficient access to a large variety of N-heterocycles bearing allylic amines in up to 98% yield. A wide variety of azaarylmethylamines bearing 2-pyridylmethyl, 4-pyridylmethyl, 2-(aminomethyl)quinoline aryl motifs and diverse 5 to 7 membered cyclic amines were well tolerated. A gram scale reaction was also used to demonstrate the scalability. This method can be readily adopted by medicinal chemists to prepare valuable scaffolds that were previously difficult to access.

引用

页码：4837 / 4842

页数：6

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