Ru(II)-catalyzed selective C-H amination of xanthones and chromones with sulfonyl azides: Synthesis and anticancer evaluation

Youngmi Shin; Sangil Han; Umasankar De; Jihye Park; Satyasheel Sharma; Neeraj Kumar Mishra; Eui Kyung Lee; Youngil Lee; Hyung Sik Kim; In Su Kim

doi:10.1021/jo501709f

Ru(II)-catalyzed selective C-H amination of xanthones and chromones with sulfonyl azides: Synthesis and anticancer evaluation

Youngmi Shin
, Sangil Han
, Umasankar De
, Jihye Park
, Satyasheel Sharma
, Neeraj Kumar Mishra
, Eui Kyung Lee
, Youngil Lee
, Hyung Sik Kim
, In Su Kim

Department of Pharmacy

Sungkyunkwan University
University of Ulsan

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

63 Scopus citations

Abstract

A ketone-assisted ruthenium-catalyzed selective amination of xanthones and chromones C-H bonds with sulfonyl azides is described. The reactions proceed efficiently with a broad range of substrates with excellent functional group compatibility. This protocol provides direct access to 1-aminoxanthones, 5-aminochromones, and 5-aminoflavonoid derivatives known to exhibit potent anticancer activity.

Original language	English
Pages (from-to)	9262-9271
Number of pages	10
Journal	Journal of Organic Chemistry
Volume	79
Issue number	19
DOIs	https://doi.org/10.1021/jo501709f
State	Published - 3 Oct 2014

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10.1021/jo501709f

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title = "Ru(II)-catalyzed selective C-H amination of xanthones and chromones with sulfonyl azides: Synthesis and anticancer evaluation",

abstract = "A ketone-assisted ruthenium-catalyzed selective amination of xanthones and chromones C-H bonds with sulfonyl azides is described. The reactions proceed efficiently with a broad range of substrates with excellent functional group compatibility. This protocol provides direct access to 1-aminoxanthones, 5-aminochromones, and 5-aminoflavonoid derivatives known to exhibit potent anticancer activity.",

author = "Youngmi Shin and Sangil Han and Umasankar De and Jihye Park and Satyasheel Sharma and Mishra, \{Neeraj Kumar\} and Lee, \{Eui Kyung\} and Youngil Lee and Kim, \{Hyung Sik\} and Kim, \{In Su\}",

note = "Publisher Copyright: {\textcopyright} 2014 American Chemical Society.",

year = "2014",

month = oct,

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doi = "10.1021/jo501709f",

language = "English",

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TY - JOUR

T1 - Ru(II)-catalyzed selective C-H amination of xanthones and chromones with sulfonyl azides

T2 - Synthesis and anticancer evaluation

AU - Shin, Youngmi

AU - Han, Sangil

AU - De, Umasankar

AU - Park, Jihye

AU - Sharma, Satyasheel

AU - Mishra, Neeraj Kumar

AU - Lee, Eui Kyung

AU - Lee, Youngil

AU - Kim, Hyung Sik

AU - Kim, In Su

PY - 2014/10/3

Y1 - 2014/10/3

N2 - A ketone-assisted ruthenium-catalyzed selective amination of xanthones and chromones C-H bonds with sulfonyl azides is described. The reactions proceed efficiently with a broad range of substrates with excellent functional group compatibility. This protocol provides direct access to 1-aminoxanthones, 5-aminochromones, and 5-aminoflavonoid derivatives known to exhibit potent anticancer activity.

AB - A ketone-assisted ruthenium-catalyzed selective amination of xanthones and chromones C-H bonds with sulfonyl azides is described. The reactions proceed efficiently with a broad range of substrates with excellent functional group compatibility. This protocol provides direct access to 1-aminoxanthones, 5-aminochromones, and 5-aminoflavonoid derivatives known to exhibit potent anticancer activity.

UR - https://www.scopus.com/pages/publications/84907778407

U2 - 10.1021/jo501709f

DO - 10.1021/jo501709f

M3 - Article

C2 - 25225782

AN - SCOPUS:84907778407

SN - 0022-3263

VL - 79

SP - 9262

EP - 9271

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 19

ER -

Ru(II)-catalyzed selective C-H amination of xanthones and chromones with sulfonyl azides: Synthesis and anticancer evaluation

Abstract

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