Gold-catalyzed intermolecular cyclocarboamination of ynamides with 1,3,5-triazinanes: en route to tetrahydropyrimidines

被引：73

作者：

Zeng, Zhongyi ^{[1
]}

Jin, Hongming ^{[1
]}

Song, Xinlong ^{[1
]}

Wang, Qian ^{[1
]}

Rudolph, Matthias ^{[1
]}

Rominger, Frank ^{[1
]}

Hashmi, A. Stephen K. ^{[1
,2
]}

机构：

[1] Heidelberg Univ, Organ Chem Inst, Neuenheimer Feld 270, D-69120 Heidelberg, Germany

[2] King Abdulaziz Univ, Fac Sci, Chem Dept, Jeddah 21589, Saudi Arabia

来源：

CHEMICAL COMMUNICATIONS | 2017年 / 53卷 / 31期

关键词：

ONE-POT SYNTHESIS; MULTICOMPONENT REACTIONS; CYCLOADDITION; DERIVATIVES; ALKYNES; CORES; FORMALDEHYDE; NITRILES; EPOXIDES; OXETANES;

D O I：

10.1039/c7cc00789b

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Gold-catalyzed regioselective cyclocarboamination of ynamides with 1,3,5-triazinanes opens a facile and modular access to valuable 5-aminotetrahydropyrimidines in good to excellent yields. It constitutes an unprecedented yet challenging annulation of ynamides with unstrained saturated heterocycles. This new protocol is distinguished by easy operation, readily available starting materials, stable four-atom building units, good functional-group compatibility and scaling-up potential. The preliminary mechanistic studies indicate that the present intermolecular cyclocarboamination arises from a pseudo-three-component [2+2+2] cycloaddition.

引用

页码：4304 / 4307

页数：4

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