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

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

4 Citations (Scopus)

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
Publication status	Published - 23 Dec 2022

Bibliographical note

Publisher Copyright:
© 2022 American Chemical Society.

Access to Document

10.1021/acs.orglett.2c03730

Cite this

@article{ed38f5e1a17f4fddbfa6848141c2a731,

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",

publisher = "American Chemical Society",

number = "50",

}

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 - http://www.scopus.com/inward/record.url?scp=85144160359&partnerID=8YFLogxK

U2 - 10.1021/acs.orglett.2c03730

DO - 10.1021/acs.orglett.2c03730

M3 - 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

Abstract

Bibliographical note

Access to Document

Other files and links

Fingerprint

Cite this