Cyrene as a Bio-Based Solvent for the Suzuki-Miyaura Cross-Coupling

被引：57
|
作者：
Wilson, Kirsty L. [1 ]
Murray, Jane [2 ]
Jamieson, Craig [1 ]
Watson, Allan J. B. [1 ]
机构：
[1] Univ Strathclyde, Dept Pure & Appl Chem, Thomas Graham Bldg,295 Cathedral St, Glasgow G1 1XL, Lanark, Scotland
[2] Merck KgaA, Frankfurter Str 250, D-64293 Darmstadt, Germany
来源：
SYNLETT | 2018年 / 29卷 / 05期
关键词：
boron; cross-coupling; green chemistry; palladium; solvents; GAMMA-VALEROLACTONE; GREEN CHEMISTRY; ORGANOBORON COMPOUNDS; SPECIATION CONTROL; APROTIC-SOLVENTS; BIOMASS; SELECTION; LEVOGLUCOSENONE; ESTERS;
D O I：
10.1055/s-0036-1589143
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The Suzuki-Miyaura (SM) cross-coupling is the most broadly utilized Pd-catalyzed C-C bond-forming reaction in the chemical industry. A large proportion of SM couplings employ dipolar aprotic solvents; however, current sustainability initiatives and increasingly stringent regulations advocate the use of alternatives that exhibit more desirable properties. Here we describe the scope and utility of the bio-derived solvent Cyrene in SM cross-couplings and evaluate its suitability as a reaction medium for this benchmark transformation from discovery to gram scale.
引用
收藏
页码：650 / 654
页数：5
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