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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 48, 2018 - Issue 3
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Original Articles

Deprotection of durable benzenesulfonyl protection for phenols — efficient synthesis of polyphenols

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Pages 247-254 | Received 10 Sep 2017, Published online: 02 Jan 2018
 

ABSTRACT

A robust protection method for phenol was demonstrated by the use of durable benzenesulfonyl group, which survives various harsh reaction conditions using Grignard reagent, organolithium reagent, metal alkoxide, phosgene, mineral, and Lewis acids. A facile deprotection condition utilizing pulverized KOH (5 equiv) and t-BuOH (10 equiv) in hot toluene makes this protocol as a practical method, which can be applied to the multistep synthesis of biologically and medicinally important polyphenol compounds.

GRAPHICAL ABSTRACT

Acknowledgement

This work was supported by 2017 research fund of Myongji University.

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