Exploiting Palladium-Catalyzed Cross-Coupling for the Synthesis of 2-Aryl-Substituted 1-Aminocyclopropylphosphonates

被引：6

作者：

Makukhin, Nikolay N. ^{[1
,2
]}

Goulioukina, Nataliya S. ^{[1
,3
]}

Bessmertnykh-Lemeune, Alla G. ^{[2
]}

Brandes, Stephane ^{[2
]}

Guilard, Roger ^{[2
]}

Beletskaya, Irina P. ^{[1
,3
]}

机构：

[1] Moscow MV Lomonosov State Univ, Dept Chem, Moscow 119991, Russia

[2] Univ Bourgogne ICMUB, Inst Chim Mol, CNRS, UMR 6302, F-21000 Dijon, France

[3] Russian Acad Sci, Frumkin Inst Phys Chem & Electrochem, Moscow 119071, Russia

来源：

SYNTHESIS-STUTTGART | 2015年 / 47卷 / 02期

基金：

俄罗斯基础研究基金会;

关键词：

cross-coupling reaction; palladium; cyclopropanes; phosphonates; heterocycles; PHOSPHORUS-CARBON BOND; ALPHA-AMINOPHOSPHONIC ACIDS; STEREOSELECTIVE-SYNTHESIS; ASYMMETRIC-SYNTHESIS; ARYL HALIDES; ENANTIOSELECTIVE SYNTHESIS; STRUCTURAL-ANALYSIS; AMINO-ACIDS; ONE-POT; DERIVATIVES;

D O I：

10.1055/s-0034-1378673

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of 2-aryl-substituted 1-aminocyclopropylphosphonates containing an additional remote phosphonate group have been synthesized starting from readily accessible dimethyl (1R*,2R*)-2-(4-bromophenyl)-1-formamidocyclopropylphosphonate using cross-coupling methodology. Different types of palladium-catalyzed reactions for carbon-carbon and carbon-phosphorus bond formation were realized. In each case the optimum conditions were found to obtain the desired products in high yield in both small- and large-scale experiments.

引用

页码：279 / 288

页数：10

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