An approach for continuous-flow processing of reactions that involve the in situ formation of organic products

被引:29
作者
Kelly, Christopher B. [1 ]
Lee, Christopher [1 ]
Leadbeater, Nicholas E. [1 ]
机构
[1] Univ Connecticut, Dept Chem, Storrs, CT 06269 USA
基金
美国国家科学基金会;
关键词
Flow chemistry; Microwave heating; Suzuki coupling; Coumarins; Dihydropyridines; MICROWAVE-PROMOTED SUZUKI; SCALE-UP; CATALYST;
D O I
10.1016/j.tetlet.2010.11.027
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A simple adaptation allows batch protocols developed using microwave heating that involve formation of solid organic products to be scaled up using conventionally-heated flow chemistry with minimal or no re-optimization or modification. The product stream is intercepted with a flow of a suitable organic solvent upon exiting the heated zone, this solubilizing the product and allowing it to pass through the back-pressure regulator without aggregation of particulate material. (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码:263 / 265
页数:3
相关论文
共 13 条
[1]  
[Anonymous], UN FLOWSYN
[2]   Automated batch scale-up of microwave-promoted Suzuki and Heck coupling reactions in water using ultra-low metal catalyst concentrations [J].
Arvela, RK ;
Leadbeater, NE ;
Collins, MJ .
TETRAHEDRON, 2005, 61 (39) :9349-9355
[3]   A reassessment of the transition-metal free Suzuki-type coupling methodology [J].
Arvela, RK ;
Leadbeater, NE ;
Sangi, MS ;
Williams, VA ;
Granados, P ;
Singer, RD .
JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (01) :161-168
[4]   Approaches for scale-up of microwave-promoted reactions [J].
Bowman, Matthew D. ;
Holcomb, Jennifer L. ;
Kormos, Chad M. ;
Leadbeater, Nicholas E. ;
Williams, Victoria A. .
ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2008, 12 (01) :41-57
[5]   Scale-Up of Microwave-Promoted Reactions to the Multigram Level Using a Sealed-Vessel Microwave Apparatus [J].
Bowman, Matthew D. ;
Schmink, Jason R. ;
McGowan, Cynthia M. ;
Kormos, Chad M. ;
Leadbeater, Nicholas E. .
ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2008, 12 (06) :1078-1088
[6]  
García-Verdugo E, 2010, RSC GREEN CHEM SER, V5, P44
[7]   Harsh Reaction Conditions in Continuous-Flow Microreactors for Pharmaceutical Production [J].
Kockmann, Norbert ;
Roberge, Dominique M. .
CHEMICAL ENGINEERING & TECHNOLOGY, 2009, 32 (11) :1682-1694
[8]   Open-vessel microwave-promoted Suzuki reactions using low levels of palladium catalyst: Optimization and scale-up [J].
Leadbeater, Nicholas E. ;
Williams, Victoria A. ;
Barnard, Thomas M. ;
Collins, Michael J., Jr. .
ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2006, 10 (04) :833-837
[9]   Microfluidic lab-on-a-chip platforms: requirements, characteristics and applications [J].
Mark, Daniel ;
Haeberle, Stefan ;
Roth, Guenter ;
von Stetten, Felix ;
Zengerle, Roland .
CHEMICAL SOCIETY REVIEWS, 2010, 39 (03) :1153-1182
[10]   Continuous Flow Organic Synthesis under High-Temperature/Pressure Conditions [J].
Razzaq, Tahseen ;
Kappe, C. Oliver .
CHEMISTRY-AN ASIAN JOURNAL, 2010, 5 (06) :1274-1289