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
收藏
页码：3502 / 3505
页数：4
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