Palladium-catalyzed tandem cyclization/sulfonylation of homoallenyl amides with sodium sulfinates

被引：23
|
作者：
Wan, Yimei [1 ]
Zhang, Jian [1 ]
Chen, Yongtao [1 ]
Kong, Lichun [1 ]
Luo, Fang [1 ]
Zhu, Gangguo [1 ]
机构：
[1] Zhejiang Normal Univ, Dept Chem, 688 Yingbin Rd, Jinhua 321004, Peoples R China
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2017年 / 15卷 / 34期
基金：
中国国家自然科学基金;
关键词：
PRIMARY ALLYLIC AMINES; ALKYL-HALIDES; POTASSIUM METABISULFITE; SULFONATED OXINDOLES; RADICAL CYCLIZATION; ACTIVATED ALKENES; N-ARYLACRYLAMIDES; FACILE SYNTHESIS; BORONIC ACIDS; ONE-POT;
D O I：
10.1039/c7ob01922j
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A palladium-catalyzed cyclizative sulfonylation of homoallenyl amides using sodium sulfinates as the sulfonylation reagent and PhI(O2CCF3)(2) as the oxidant has been realized. The reaction proceeds at room temperature and produces structurally diverse 2-amino-5-sulfonylmethylfurans in good to excellent yields. A Pd(II)/Pd(IV) catalytic cycle has been proposed for the formation of sulfonylated furans. The concurrent formation of a furan moiety and a C(sp(3))-sulfur bond in a single operation makes it a very attractive method for organic synthesis.
引用
收藏
页码：7204 / 7211
页数：8
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