Flow "Fine" Synthesis: High Yielding and Selective Organic Synthesis by Flow Methods

被引:186
作者
Kobayashi, Shu [1 ]
机构
[1] Univ Tokyo, Sch Sci, Dept Chem, Bunkyo Ku, Tokyo 1130033, Japan
基金
日本学术振兴会; 日本科学技术振兴机构;
关键词
efficiency; flow chemistry; flow fine synthesis; multistep flow synthesis; organic synthesis; FRIEDEL-CRAFTS ACYLATION; SUPPORTED PERRUTHENATE PSP; EARTH METAL-CATALYSTS; CARBON BOND FORMATION; CARBOXYLIC-ACIDS; ENANTIOSELECTIVE 1,4-ADDITION; 1,3-DICARBONYL COMPOUNDS; ASYMMETRIC 1,4-ADDITION; ENVIRONMENTALLY BENIGN; IMMOBILIZED CATALYSTS;
D O I
10.1002/asia.201500916
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The concept of flow fine synthesis, that is, high yielding and selective organic synthesis by flow methods, is described. Some examples of flow fine synthesis of natural products and APIs are discussed. Flow methods have several advantages over batch methods in terms of environmental compatibility, efficiency, and safety. However, synthesis by flow methods is more difficult than synthesis by batch methods. Indeed, it has been considered that synthesis by flow methods can be applicable for the production of simple gasses but that it is difficult to apply to the synthesis of complex molecules such as natural products and APIs. Therefore, organic synthesis of such complex molecules has been conducted by batch methods. On the other hand, syntheses and reactions that attain high yields and high selectivities by flow methods are increasingly reported. Flow methods are leading candidates for the next generation of manufacturing methods that can mitigate environmental concerns toward sustainable society.
引用
收藏
页码:425 / 436
页数:12
相关论文
共 165 条
[51]   Continuous flow organometallic catalysis: new wind in old sails [J].
Hintermair, Ulrich ;
Francio, Giancarlo ;
Leitner, Walter .
CHEMICAL COMMUNICATIONS, 2011, 47 (13) :3691-3701
[52]  
Hinzen B, 1998, SYNTHESIS-STUTTGART, P977
[53]   Polymer supported perruthenate (PSP): A new oxidant for clean organic synthesis [J].
Hinzen, B ;
Ley, SV .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1997, (13) :1907-1908
[54]   Photochemical reactions as key steps in organic synthesis [J].
Hoffmann, Norbert .
CHEMICAL REVIEWS, 2008, 108 (03) :1052-1103
[55]   A practical flow reactor for continuous organic photochemistry [J].
Hook, BDA ;
Dohle, W ;
Hirst, PR ;
Pickworth, M ;
Berry, MB ;
Booker-Milburn, KI .
JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (19) :7558-7564
[56]   Regioselective synthesis of benzimidazole thiophene inhibitors of polo-like kinase 1 [J].
Hornberger, Keith R. ;
Badiang, Jennifer G. ;
Salovich, James M. ;
Kuntz, Kevin W. ;
Emmitte, Kyle A. ;
Cheung, Mui .
TETRAHEDRON LETTERS, 2008, 49 (44) :6348-6351
[57]   Calcium-Catalyzed Bis-hydrothiolation of Unactivated Alkynes Providing Dithioacetals [J].
Hut'ka, Martin ;
Tsubogo, Tetsu ;
Kobayashi, Shu .
ORGANOMETALLICS, 2014, 33 (20) :5626-5629
[58]   Synthesis of Glutamic Acid and Highly Functionalized Pyrrolidine Derivatives by Utilizing Tunable Calcium Catalysts for Chemoselective Asymmetric 1,4-Addition and [3+2] Cycloaddition Reactions [J].
Hut'ka, Martin ;
Tsubogo, Tetsu ;
Kobayashi, Shu .
ADVANCED SYNTHESIS & CATALYSIS, 2013, 355 (08) :1561-1569
[59]  
Hutchings MJ, 2013, MICROREACTORS IN ORGANIC CHEMISTRY AND CATALYSIS, 2ND EDITION, P197
[60]   Organocatalytic asymmetric total synthesis of (R)-Rolipram and formal synthesis of (3S,4R)-Paroxetine [J].
Hynes, Peter S. ;
Stupple, Paul A. ;
Dixon, Darren J. .
ORGANIC LETTERS, 2008, 10 (07) :1389-1391