Amination of Aryl Halides and Esters Using Intensified Continuous Flow Processing

作者: Thomas Kohl , Christian Hornung , John Tsanaktsidis

DOI: 10.3390/MOLECULES201017860

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摘要: Significant process intensification of the amination reactions aryl halides and esters has been demonstrated using continuous flow processing. Using this technology traditionally difficult have performed safely at elevated temperatures. These were successfully conducted on laboratory scale coil reactor modules with 1 mm internal diameter (ID) a preparatory tubular 6 ID containing static mixers.

参考文章(27)
Daniel J Keddie, Carlos Guerrero-Sanchez, Graeme Moad, Ezio Rizzardo, San H Thang, None, Switchable Reversible Addition–Fragmentation Chain Transfer (RAFT) Polymerization in Aqueous Solution, N,N-Dimethylacrylamide Macromolecules. ,vol. 44, pp. 6738- 6745 ,(2011) , 10.1021/MA200760Q
Anil S. Guram, Roger A. Rennels, Stephen L. Buchwald, A Simple Catalytic Method for the Conversion of Aryl Bromides to Arylamines Angewandte Chemie. ,vol. 34, pp. 1348- 1350 ,(1995) , 10.1002/ANIE.199513481
Amy S. Feng, Drew V. Speer, Stephen G. DiMagno, Mark S. Konings, Andrew Streitwieser, The structure and reactivity of 1,2,3,3-tetrakis(4-(dimethylamino)pyridinium-1-yl)cyclopropene Journal of Organic Chemistry. ,vol. 57, pp. 2902- 2909 ,(1992) , 10.1021/JO00036A027
�znur Kemal, Colin B. Reese, Sodium borohydride reduction of adducts of primary amines with aldehydes and p-thiocresol. The alkylation of heterocyclic and aromatic amino-compounds Journal of the Chemical Society, Perkin Transactions 1. ,vol. 12, pp. 1569- 1573 ,(1981) , 10.1039/P19810001569
Ahmed F. Abdel-Magid, Kenneth G. Carson, Bruce D. Harris, Cynthia A. Maryanoff, Rekha D. Shah, Reductive Amination of Aldehydes and Ketones with Sodium Triacetoxyborohydride. Studies on Direct and Indirect Reductive Amination Procedures1 Journal of Organic Chemistry. ,vol. 61, pp. 3849- 3862 ,(1996) , 10.1021/JO960057X
Jean-Louis Gustin, Runaway Reaction Hazards in Processing Organic Nitro Compounds Organic Process Research & Development. ,vol. 2, pp. 27- 33 ,(1998) , 10.1021/OP970035S
Masanori Kosugi, Masayuki Kameyama, Toshihiko Migita, PALLADIUM-CATALYZED AROMATIC AMINATION OF ARYL BROMIDES WITHN,N-DI-ETHYLAMINO-TRIBUTYLTIN Chemistry Letters. ,vol. 12, pp. 927- 928 ,(1983) , 10.1246/CL.1983.927
S. Partington, S.P. Waldram, Runaway Reaction During Production of an Azo Dye Intermediate Process Safety and Environmental Protection. ,vol. 80, pp. 33- 39 ,(2002) , 10.1205/095758202753502398
Brian P. Mason, Kristin E. Price, Jeremy L. Steinbacher, Andrew R. Bogdan, D. Tyler McQuade, Greener approaches to organic synthesis using microreactor technology. Chemical Reviews. ,vol. 107, pp. 2300- 2318 ,(2007) , 10.1021/CR050944C
Dawei Ma, Qian Cai, Hui Zhang, Mild method for Ullmann coupling reaction of amines and aryl halides. Organic Letters. ,vol. 5, pp. 2453- 2455 ,(2003) , 10.1021/OL0346584