Aryliodine(III) diacetates as substrates for Pd-Ag catalyzed arylation of alkenes

被引:15
作者
Evdokimov, Nikolai M. [1 ]
Kornienko, Alexander [1 ]
Magedov, Igor V. [1 ]
机构
[1] New Mexico Inst Min & Technol, Dept Chem, Socorro, NM 87801 USA
关键词
Synthesis in water; Palladium; Cross-coupling; Hypervalent iodine; FORMING REDUCTIVE ELIMINATION; HIGHLY SELECTIVE ARYLATION; TRADITIONAL LEAVING GROUP; C-H FUNCTIONALIZATION; ALLYL ESTERS; PALLADIUM(IV) COMPLEXES; HECK REACTIONS; IODINE; RETENTION; REAGENTS;
D O I
10.1016/j.tetlet.2011.06.051
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An unprecedented application of aryliodine(III) diacetates as substrates in Pd-Ag catalyzed arylation of alkenes is described. The Mechanistic studies revealed that the binary Pd-Ag catalysis leads to the decomposition of aryliodine(III) diacetates to oxygen and aryl iodides followed by arylation of alkenes forming Heck-type products. Under optimized conditions both electron-rich and electron-deficient alkenes undergo arylation in high yields. Advantageously, the reaction proceeds smoothly in water as a solvent and neither organic ligands nor inert atmosphere are required. (C) 2011 Elsevier Ltd. All rights reserved.
引用
收藏
页码:4327 / 4329
页数:3
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