A Concise Route to Keto-Bridged Polyphenols by Photo-Fries Rearrangement in Flow

Xin Jie Lin; Chien Lung Wang; Chi How Peng; Hsueh Ju Liu; Yen Ku Wu

doi:10.1002/asia.202400269

A Concise Route to Keto-Bridged Polyphenols by Photo-Fries Rearrangement in Flow

Xin Jie Lin, Chien Lung Wang, Chi How Peng^*, Hsueh Ju Liu^*, Yen Ku Wu^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

3 Scopus citations

Abstract

Described is a new synthetic route to bis(2-hydroxy-3,5-di-t-butylphenyl)methanone and its derivatives. The combined esterification/photo-Fries rearrangement approach enables a modular preparation of keto-bridged polyphenols. This protecting group-free process is highly atom- and step-economic, and a scalable production was easily achieved in the continuous-flow mode.

Original language	English
Article number	e202400269
Journal	Chemistry - An Asian Journal
Volume	19
Issue number	13
DOIs	https://doi.org/10.1002/asia.202400269
State	Published - 2 Jul 2024

Keywords

hydroxybenzophenone
oxygen donor ligand
phenol
photo-Fries rearrangement
photoflow synthesis

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10.1002/asia.202400269

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@article{b3833f8b3edd4452bf9d037ea8df4747,

title = "A Concise Route to Keto-Bridged Polyphenols by Photo-Fries Rearrangement in Flow",

abstract = "Described is a new synthetic route to bis(2-hydroxy-3,5-di-t-butylphenyl)methanone and its derivatives. The combined esterification/photo-Fries rearrangement approach enables a modular preparation of keto-bridged polyphenols. This protecting group-free process is highly atom- and step-economic, and a scalable production was easily achieved in the continuous-flow mode.",

keywords = "hydroxybenzophenone, oxygen donor ligand, phenol, photo-Fries rearrangement, photoflow synthesis",

author = "Lin, \{Xin Jie\} and Wang, \{Chien Lung\} and Peng, \{Chi How\} and Liu, \{Hsueh Ju\} and Wu, \{Yen Ku\}",

note = "Publisher Copyright: {\textcopyright} 2024 The Authors. Chemistry - An Asian Journal published by Wiley-VCH GmbH.",

year = "2024",

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doi = "10.1002/asia.202400269",

language = "English",

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T1 - A Concise Route to Keto-Bridged Polyphenols by Photo-Fries Rearrangement in Flow

AU - Lin, Xin Jie

AU - Wang, Chien Lung

AU - Peng, Chi How

AU - Liu, Hsueh Ju

AU - Wu, Yen Ku

PY - 2024/7/2

Y1 - 2024/7/2

N2 - Described is a new synthetic route to bis(2-hydroxy-3,5-di-t-butylphenyl)methanone and its derivatives. The combined esterification/photo-Fries rearrangement approach enables a modular preparation of keto-bridged polyphenols. This protecting group-free process is highly atom- and step-economic, and a scalable production was easily achieved in the continuous-flow mode.

AB - Described is a new synthetic route to bis(2-hydroxy-3,5-di-t-butylphenyl)methanone and its derivatives. The combined esterification/photo-Fries rearrangement approach enables a modular preparation of keto-bridged polyphenols. This protecting group-free process is highly atom- and step-economic, and a scalable production was easily achieved in the continuous-flow mode.

KW - hydroxybenzophenone

KW - oxygen donor ligand

KW - phenol

KW - photo-Fries rearrangement

KW - photoflow synthesis

UR - https://www.scopus.com/pages/publications/85194543656

U2 - 10.1002/asia.202400269

DO - 10.1002/asia.202400269

M3 - Article

C2 - 38619083

AN - SCOPUS:85194543656

SN - 1861-4728

VL - 19

JO - Chemistry - An Asian Journal

JF - Chemistry - An Asian Journal

IS - 13

M1 - e202400269

ER -

A Concise Route to Keto-Bridged Polyphenols by Photo-Fries Rearrangement in Flow

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Keywords

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