The flow synthesis of heterocycles for natural product and medicinal chemistry applications

被引:141
作者
Baumann, Marcus [1 ]
Baxendale, Ian R. [1 ]
Ley, Steven V. [1 ]
机构
[1] Univ Cambridge, Dept Chem, Innovat Technol Ctr Adv Chem Synth, Cambridge CB2 1EW, England
关键词
Flow synthesis; Micro-reactor; Meso-reactor; Solid-supported reagents; Heterocycles; Automated synthesis; MULTISTEP SYNTHESIS; THROUGH SYNTHESIS; ORGANIC-SYNTHESIS; REACTORS; BATCH; MICROREACTOR; FLUORINATION; SCAVENGERS; ALKYNES; STEP;
D O I
10.1007/s11030-010-9282-1
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
This article represents an overview of recent research from the Innovative Technology Centre in the field of flow chemistry which was presented at the FROST2 meeting in Budapest in October 2009. After a short introduction of this rapidly expanding field, we discuss some of our results with a main focus on the synthesis of heterocyclic compounds which we use in various natural product and medicinal chemistry programmes.
引用
收藏
页码:613 / 630
页数:18
相关论文
共 89 条
[1]  
Anastas P.T., 1998, Green chemistry: theory and practice
[2]  
[Anonymous], 2007, NEW AVENUES EFFICIEN
[3]  
BAUMANN M, 2010, HETEROCYCLE IN PRESS, DOI DOI 10.3987/COM-10-S(E)77
[4]   The use of diethylaminosulfur trifluoride (DAST) for fluorination in a continuous-flow microreactor [J].
Baumann, Marcus ;
Baxendale, Ian R. ;
Ley, Steven V. .
SYNLETT, 2008, (14) :2111-2114
[5]   Azide monoliths as convenient flow reactors for efficient Curtius rearrangement reactions [J].
Baumann, Marcus ;
Baxendale, Ian R. ;
Ley, Steven V. ;
Nikbin, Nikzad ;
Smith, Christopher D. .
ORGANIC & BIOMOLECULAR CHEMISTRY, 2008, 6 (09) :1587-1593
[6]   A modular flow reactor for performing Curtius rearrangements as a continuous flow process [J].
Baumann, Marcus ;
Baxendale, Ian R. ;
Ley, Steven V. ;
Nikbin, Nikzad ;
Smith, Christopher D. ;
Tierney, Jason P. .
ORGANIC & BIOMOLECULAR CHEMISTRY, 2008, 6 (09) :1577-1586
[7]   Fully automated continuous flow synthesis of 4,5-disubstituted oxazoles [J].
Baumann, Marcus ;
Baxendale, Ian R. ;
Ley, Steven V. ;
Smith, Christoper D. ;
Tranmer, Geoffrey K. .
ORGANIC LETTERS, 2006, 8 (23) :5231-5234
[8]   Synthesis of 3-Nitropyrrolidines via Dipolar Cycloaddition Reactions Using a Modular Flow Reactor [J].
Baumann, Marcus ;
Baxendale, Ian R. ;
Ley, Steven V. .
SYNLETT, 2010, (05) :749-752
[9]   Development of fluorination methods using continuous-flow microreactors [J].
Baumann, Marcus ;
Baxendale, Ian R. ;
Martin, Laetitia J. ;
Ley, Steven V. .
TETRAHEDRON, 2009, 65 (33) :6611-6625
[10]   A Bifurcated Pathway to Thiazoles and Imidazoles Using a Modular Flow Microreactor [J].
Baxendale, Ian R. ;
Ley, Steven V. ;
Smith, Christopher D. ;
Tamborini, Lucia ;
Voica, Ana-Florina .
JOURNAL OF COMBINATORIAL CHEMISTRY, 2008, 10 (06) :851-857