Ultrafast synthesis of 2-(benzhydrylthio)benzo[d]oxazole, an antimalarial drug, via an unstable lithium thiolate intermediate in a capillary microreactor
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- Title
- Ultrafast synthesis of 2-(benzhydrylthio)benzo[d]oxazole, an antimalarial drug, via an unstable lithium thiolate intermediate in a capillary microreactor
- Authors
- Ramanjaneyulu, Bandaru T.; Vidyacharan, Shinde; Ahn, Gwang-Noh; Kim, Dong-Pyo
- Date Issued
- 2020-03
- Publisher
- ROYAL SOC CHEMISTRY
- Abstract
- We present an ultrafast approach for the synthesis of 2-(benzhydrylthio)benzo[d]oxazole, an antimalarial drug, in 75% yield from benzo[d]oxazole-2-thiol and benzhydryl bromide via an unstable lithium thiolate intermediate in the presence of n-BuLi. The precisely controlled two-step reaction at room temperature in a simple capillary microreactor enables a drastic decrease of the synthesis time to milliseconds (580 ms) from 10 min in a flask. Furthermore, a simple continuous-flow operation of the low cost reactor readily realizes a high throughput, leading to a several gram scale production (approximately 4 g per 13.3 min) at a very high flow rate of 7.6 ml min(-1).
- URI
- https://oasis.postech.ac.kr/handle/2014.oak/107915
- DOI
- 10.1039/d0re00038h
- ISSN
- 2058-9883
- Article Type
- Article
- Citation
- REACTION CHEMISTRY & ENGINEERING, vol. 5, no. 5, page. 849 - 852, 2020-03
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