Synthesis of Xanthones via Copper(II)-Catalyzed Dehydrogenative Cyclization and Successive Aromatization in a One-Step Sequence

Yoon Hu Jang; Yo Sep Yang; Seung Hwan Son; Hyung Seok Yoo; Jeong Won Shin; Hyuck Jae Won; Soo Lim Kim; Changjin Lim; Nam Jung Kim

doi:10.1021/acs.orglett.2c03730

Synthesis of Xanthones via Copper(II)-Catalyzed Dehydrogenative Cyclization and Successive Aromatization in a One-Step Sequence

Yoon Hu Jang
, Yo Sep Yang
, Seung Hwan Son
, Hyung Seok Yoo
, Jeong Won Shin
, Hyuck Jae Won
, Soo Lim Kim
, Changjin Lim^*
, Nam Jung Kim^*

^*Corresponding author for this work

Department of Pharmacy

Kyung Hee University

Research output: Contribution to journal › Journal article › peer-review

5 Scopus citations

Abstract

In this study, an unprecedented approach to the xanthone scaffold from cyclohexyl(2-hydroxyphenyl)methanone via dehydrogenative cyclization and a successive aromatization cascade is reported. This methodology affords a novel route to the privileged structure with a wide substrate scope (a total of 29 compounds, ≤96% yield) in a highly atom-economic manner.

Original language	English
Pages (from-to)	9216-9221
Number of pages	6
Journal	Organic Letters
Volume	24
Issue number	50
DOIs	https://doi.org/10.1021/acs.orglett.2c03730
State	Published - 2022.12.23

Quacquarelli Symonds(QS) Subject Topics

Engineering - Petroleum
Chemistry
Biological Sciences

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10.1021/acs.orglett.2c03730

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@article{e3d37350856d4b268214350288dd370f,

title = "Synthesis of Xanthones via Copper(II)-Catalyzed Dehydrogenative Cyclization and Successive Aromatization in a One-Step Sequence",

abstract = "In this study, an unprecedented approach to the xanthone scaffold from cyclohexyl(2-hydroxyphenyl)methanone via dehydrogenative cyclization and a successive aromatization cascade is reported. This methodology affords a novel route to the privileged structure with a wide substrate scope (a total of 29 compounds, ≤96\% yield) in a highly atom-economic manner.",

author = "Jang, \{Yoon Hu\} and Yang, \{Yo Sep\} and Son, \{Seung Hwan\} and Yoo, \{Hyung Seok\} and Shin, \{Jeong Won\} and Won, \{Hyuck Jae\} and Kim, \{Soo Lim\} and Changjin Lim and Kim, \{Nam Jung\}",

note = "Publisher Copyright: {\textcopyright} 2022 American Chemical Society.",

year = "2022",

month = dec,

day = "23",

doi = "10.1021/acs.orglett.2c03730",

language = "English",

volume = "24",

pages = "9216--9221",

journal = "Organic Letters",

issn = "1523-7060",

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TY - JOUR

T1 - Synthesis of Xanthones via Copper(II)-Catalyzed Dehydrogenative Cyclization and Successive Aromatization in a One-Step Sequence

AU - Jang, Yoon Hu

AU - Yang, Yo Sep

AU - Son, Seung Hwan

AU - Yoo, Hyung Seok

AU - Shin, Jeong Won

AU - Won, Hyuck Jae

AU - Kim, Soo Lim

AU - Lim, Changjin

AU - Kim, Nam Jung

PY - 2022/12/23

Y1 - 2022/12/23

N2 - In this study, an unprecedented approach to the xanthone scaffold from cyclohexyl(2-hydroxyphenyl)methanone via dehydrogenative cyclization and a successive aromatization cascade is reported. This methodology affords a novel route to the privileged structure with a wide substrate scope (a total of 29 compounds, ≤96% yield) in a highly atom-economic manner.

AB - In this study, an unprecedented approach to the xanthone scaffold from cyclohexyl(2-hydroxyphenyl)methanone via dehydrogenative cyclization and a successive aromatization cascade is reported. This methodology affords a novel route to the privileged structure with a wide substrate scope (a total of 29 compounds, ≤96% yield) in a highly atom-economic manner.

UR - https://www.scopus.com/pages/publications/85144160359

U2 - 10.1021/acs.orglett.2c03730

DO - 10.1021/acs.orglett.2c03730

M3 - Journal article

C2 - 36512443

AN - SCOPUS:85144160359

SN - 1523-7060

VL - 24

SP - 9216

EP - 9221

JO - Organic Letters

JF - Organic Letters

IS - 50

ER -

Synthesis of Xanthones via Copper(II)-Catalyzed Dehydrogenative Cyclization and Successive Aromatization in a One-Step Sequence

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Quacquarelli Symonds(QS) Subject Topics

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