Facile Gold-Catalyzed Heterocyclization of Terminal Alkynes and Cyanamides Leading to Substituted 2-Amino-1,3-Oxazoles

被引：69

作者：

Rassadin, Valentin A. ^{[1
]}

Boyarskiy, Vadim P. ^{[1
]}

Kukushkin, Vadim Yu ^{[1
]}

机构：

[1] St Petersburg State Univ, Inst Chem, St Petersburg 198504, Russia

来源：

ORGANIC LETTERS | 2015年 / 17卷 / 14期

关键词：

EFFICIENT SYNTHESIS; OXIDATIVE CYCLIZATION; REARRANGEMENT; COMPLEXES; CARBENES; INHIBITOR; DISCOVERY; LIGANDS; CYCLOISOMERIZATION; TRANSFORMATIONS;

D O I：

10.1021/acs.orglett.5b01592

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Facile gold-catalyzed heterocyclization based upon intermolecular trapping of the generated alpha-oxo gold carbenes with various cyanamides (RRNCN)-R-2-N-3 (R-2/R-3 = Alk/Alk, -(CH2)(2)O(CH2)(2)-, Ar/Ar, Ar/H) has been developed. In most cases, 2-amino-1,3-oxazoles fiinctionalized at the nitrogen atom as well as at the fifth position of the heterocyclic ring (12 examples) were isolated hi good to moderate yields.

引用

页码：3502 / 3505

页数：4