期刊
ORGANIC PROCESS RESEARCH & DEVELOPMENT
卷 18, 期 11, 页码 1582-1588出版社
AMER CHEMICAL SOC
DOI: 10.1021/op500237k
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资金
- Swedish Research Council
- Karolinska Institutet
- Knut and Alice Wallenberg Foundation
A fast and convenient synthetic route towards spiro-oxindole dihydroquinazolinones as novel and drug-like insulin-regulated aminopeptidase (IRAP) inhibitors is reported. The synthesis is performed using a MW heated continuous flow system employing 200 mm X 3 mm i MW absorbing silicon carbide (SiC) or MW transparent borosilicate tubular reactors. A three-component MW-flow reaction to build up the spiro compounds (9 examples, 4087% yield), using the SiC reactor, as well as a SuzukiMiyaura cross-coupling reaction (71%), employing the borosilicate reactor, are presented with residence times down to 168 s. The continuous MW-flow routes provide a smooth and scalable synthetic methodology towards this class of IRAP inhibitors.
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