Gold- and Platinum-Catalyzed Formal Markownikoff's Double Hydroamination of Alkynes: A Rapid Access to Tetrahydroquinazolinones and Angularly-Fused Analogues Thereof

被引:63
作者
Patil, Nitin T. [1 ]
Kavthe, Rahul D. [1 ]
Raut, Vivek S. [1 ]
Shinde, Valmik S. [1 ]
Sridhar, Balasubramanian [2 ]
机构
[1] Indian Inst Chem Technol, Organ Chem Div 2, Hyderabad 500607, Andhra Pradesh, India
[2] Indian Inst Chem Technol, Lab Xray Crystallog, Hyderabad 500607, Andhra Pradesh, India
关键词
INTRAMOLECULAR HYDROAMINATION; INTERMOLECULAR HYDROAMINATION; ORGANIC-SYNTHESIS; ATOM ECONOMY; CASCADE; CYCLIZATION; HYDROALKOXYLATION; HYDROARYLATION; QUINAZOLINE; ACTIVATION;
D O I
10.1021/jo902293f
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A highly efficient gold(I)- and platinum(II)-catalyzed process for formal Markownikoffs double hydroamination of alkynes tethered with hydroxyl group has been developed. The method was shown to be applicable to a broad range of 2-aminobenzamides and alkynols leading to the formation of multiply substituted tetrahydro-quinazolinones. Interestingly, when Pt(IV)Cl-4 catalyst was employed, cyclic angularly fused compound was obtained.
引用
收藏
页码:1277 / 1280
页数:4
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