1,3-Dipolar cycloadditions of 2-thio-3-chloroacrylamides with diazoalkanes

被引:24
|
作者
Kissane, Marie [1 ]
Lawrence, Simon E. [1 ]
Maguire, Anita R. [1 ,2 ]
机构
[1] Natl Univ Ireland Univ Coll Cork, Dept Chem, Analyt & Biol Chem Res Facil, Cork, Ireland
[2] Natl Univ Ireland Univ Coll Cork, Sch Pharm, Analyt & Biol Chem Res Facil, Cork, Ireland
关键词
THIO-BETA-CHLOROACRYLAMIDES; NIACIN RECEPTOR GPR109A; CHIRAL DIPOLAROPHILES; ALPHA-THIOAMIDES; NICOTINIC-ACID; IDENTIFICATION; SULFOXIDES; DIAZOMETHANE; TAUTOMERISM; THERMOLYSIS;
D O I
10.1039/c002479a
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
2-Thio-3-chloroacrylamides undergo 1,3-dipolar cycloadditions with diazoalkanes leading to a series of novel pyrazolines and pyrazoles. The mechanistic and synthetic features of the cycloadditions to the 2-thio-3-chloroacrylamides at both the sulfide and sulfoxide levels of oxidation are rationalised on the basis of the nature of the substituents.
引用
收藏
页码:2735 / 2748
页数:14
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