Groebke-Blackburn-Bienaymé Reaction for DNA-Encoded Library Technology

Yujin An; Juyeon Lee; Hyewon Seo; Seri Bae; Jihee Kang; Jieon Lee; Jinwoo Kim; Myung Hee Nam; Minsoo Song; Gil Tae Hwang

doi:10.1021/acs.orglett.3c01366

Groebke-Blackburn-Bienaymé Reaction for DNA-Encoded Library Technology

Yujin An
, Juyeon Lee
, Hyewon Seo
, Seri Bae
, Jihee Kang
, Jieon Lee
, Jinwoo Kim
, Myung Hee Nam
, Minsoo Song
, Gil Tae Hwang

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

14 Scopus citations

Abstract

This study presents a DNA-compatible synthesis of diverse 5-arylimidazo[1,2-a]pyridin-3-amine derivatives using the Suzuki-Miyaura reaction, followed by a Groebke-Blackburn-Bienaymé (GBB) reaction. The GBB reaction demonstrates a wide substrate scope, mild one-pot reaction conditions, and compatibility with subsequent enzymatic ligation, highlighting its potential in DNA-encoded library technology.

Original language	English
Pages (from-to)	4445-4450
Number of pages	6
Journal	Organic Letters
Volume	25
Issue number	24
DOIs	https://doi.org/10.1021/acs.orglett.3c01366
State	Published - 23 Jun 2023

Access to Document

10.1021/acs.orglett.3c01366

Cite this

@article{401b13a8c6434eb8a998bdf9c224b8f4,

title = "Groebke-Blackburn-Bienaym{\'e} Reaction for DNA-Encoded Library Technology",

abstract = "This study presents a DNA-compatible synthesis of diverse 5-arylimidazo[1,2-a]pyridin-3-amine derivatives using the Suzuki-Miyaura reaction, followed by a Groebke-Blackburn-Bienaym{\'e} (GBB) reaction. The GBB reaction demonstrates a wide substrate scope, mild one-pot reaction conditions, and compatibility with subsequent enzymatic ligation, highlighting its potential in DNA-encoded library technology.",

author = "Yujin An and Juyeon Lee and Hyewon Seo and Seri Bae and Jihee Kang and Jieon Lee and Jinwoo Kim and Nam, \{Myung Hee\} and Minsoo Song and Hwang, \{Gil Tae\}",

note = "Publisher Copyright: {\textcopyright} 2023 American Chemical Society.",

year = "2023",

month = jun,

day = "23",

doi = "10.1021/acs.orglett.3c01366",

language = "English",

volume = "25",

pages = "4445--4450",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "24",

}

TY - JOUR

T1 - Groebke-Blackburn-Bienaymé Reaction for DNA-Encoded Library Technology

AU - An, Yujin

AU - Lee, Juyeon

AU - Seo, Hyewon

AU - Bae, Seri

AU - Kang, Jihee

AU - Lee, Jieon

AU - Kim, Jinwoo

AU - Nam, Myung Hee

AU - Song, Minsoo

AU - Hwang, Gil Tae

PY - 2023/6/23

Y1 - 2023/6/23

N2 - This study presents a DNA-compatible synthesis of diverse 5-arylimidazo[1,2-a]pyridin-3-amine derivatives using the Suzuki-Miyaura reaction, followed by a Groebke-Blackburn-Bienaymé (GBB) reaction. The GBB reaction demonstrates a wide substrate scope, mild one-pot reaction conditions, and compatibility with subsequent enzymatic ligation, highlighting its potential in DNA-encoded library technology.

AB - This study presents a DNA-compatible synthesis of diverse 5-arylimidazo[1,2-a]pyridin-3-amine derivatives using the Suzuki-Miyaura reaction, followed by a Groebke-Blackburn-Bienaymé (GBB) reaction. The GBB reaction demonstrates a wide substrate scope, mild one-pot reaction conditions, and compatibility with subsequent enzymatic ligation, highlighting its potential in DNA-encoded library technology.

UR - https://www.scopus.com/pages/publications/85163543116

U2 - 10.1021/acs.orglett.3c01366

DO - 10.1021/acs.orglett.3c01366

M3 - Article

C2 - 37310879

AN - SCOPUS:85163543116

SN - 1523-7060

VL - 25

SP - 4445

EP - 4450

JO - Organic Letters

JF - Organic Letters

IS - 24

ER -

Groebke-Blackburn-Bienaymé Reaction for DNA-Encoded Library Technology

Abstract

Access to Document

Other files and links

Fingerprint

Cite this