CuX2-Mediated Halolactonization Reaction of Monoesters of 1,2-Allenyl Phosphonic Acids and Their Suzuki Cross-Coupling Reaction

被引：44

作者：

Yu, Fei ^{[1
]}

Lian, Xiongdong ^{[1
]}

Zhao, Jinbo ^{[1
]}

Yu, Yihua ^{[2
]}

Ma, Shengming ^{[1
]}

机构：

[1] Acad Sinica, State Key Lab Organometall Chem, Shanghai Inst Organ Chem, Shanghai 200032, Peoples R China

[2] E China Normal Univ, Shanghai Key Lab Funct Magnet Resonance Imaging, Dept Phys, Shanghai 200062, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2009年 / 74卷 / 03期

基金：

中国国家自然科学基金;

关键词：

GENERAL-ROUTE; BETA-HALOBUTENOLIDES; MOLECULAR-STRUCTURE; TERMINAL ALKYNES; CYCLIZATION; DERIVATIVES; 1,2-OXAPHOSPHOLENES; ELECTROPHILES; CATALYSTS; ANALOGS;

D O I：

10.1021/jo802051r

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

CuX2-mediated (X = Cl, Br) halolactonization of monoesters of 1,2-allenyl phosphonic acids is presented. The reaction proceeded smoothly under the mild condition for differently substituted allenic substrates giving the 4-halo-2,5-dihydro[1,2]oxaphosphole 2-oxides in good yields. The Suzuki cross-coupling reaction of these bromides and even chlorides with organic boronic acids under the catalysis of PdCl2(Sphos)(2) afforded 4-substitueted-2,5-dihydro[1,2]oxaphosphole 2-oxides in moderate to good yields.

引用

页码：1130 / 1134

页数：5

共 46 条

[1] ALKENYLSULFENYLCHLORIDES - SYNTHESIS AND AD(E) REACTIONS OF 2-ALKOXY-2-OXO-3-R-4-CHLOROTHIO-1,2-OXAPHOSPHOL-3-ENES [J].