Microwave-assisted organic synthesis: scale-up of palladium-catalyzed aminations using single-mode and multi-mode microwave equipment

被引:64
|
作者
Loones, KTJ
Maes, BUW
Rombouts, G
Hostyn, S
Diels, G
机构
[1] Univ Antwerp, Dept Chem, B-2020 Antwerp, Belgium
[2] Johnson & Johnson Pharmaceut Res & Dev, Janssen Pharmaceut, B-2340 Beerse, Belgium
关键词
palladium; homogeneous catalysis; Buchwald-Hartwig amination; aryl chlorides; multi-mode cavity; single-mode cavity; microwave irradiation;
D O I
10.1016/j.tet.2005.07.105
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Batch wise scale-up of Buchwald-Hartwig aminations under microwave irradiation has been investigated for the first time. Multi-mode (microSYNTH and MARS) (several vessels irradiated in parallel per batch) as well as single-mode (Discover) (one vessel irradiated per batch) platforms can be successfully used for this purpose with trifluoromethylbenzene (benzotrifluoride: BTF) as amination solvent. The obtained yields indicate a direct scalability in BTF for all the studied aminations. The Voyager equipment (based on a Discover platform) is the most convenient system since it allows an automatic continuous batch wise production without the necessity to manually load and unload reaction vessels. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:10338 / 10348
页数:11
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