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Ultrafast synthesis of 2-(benzhydrylthio)benzo[d]oxazole, an antimalarial drug, via an unstable lithium thiolate intermediate in a capillary microreactor SCIE SCOPUS

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, ShindeAhn, Gwang-NohKim, 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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김동표KIM, DONG PYO
Dept. of Chemical Enginrg
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