Photoinduced Site-Selective Alkylation Enabling Synthesis of C-3-Alkylated Quinoxalinone on DNA

A mild and biocompatible strategy for the site-selective alkylation of quinoxalinones via photoinduced dehydrogenative alkylation has been developed. This protocol enables the functionalization of both unprotected quinoxalinone and nonreactive dihydroquinoxalinone under DNA-compatible conditions. The optimized reaction proceeds efficiently while tolerating a diverse range of alkyl donors from various radical precursors. Given its simplicity and DNA compatibility, this methodology offers a platform for the construction of DNA-encoded libraries incorporating a privileged quinoxalinone scaffold.

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Publication Details

Journal
Organic Letters
Published
2025-04-30
DOI
https://doi.org/10.1021/acs.orglett.5c01236
Citations
3
Primary Topic
Synthesis and Biological Evaluation
Type
article
Field-Weighted Citation Impact
2.81

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article

Photoinduced Site-Selective Alkylation Enabling Synthesis of C-3-Alkylated Quinoxalinone on DNA

Kyuho Moon, Myung Chul Yoo, Sang Wook Kang, Eunbin Jang et al.
3 citations
Organic Letters
Synthesis and Biological Evaluation
2.81
article

Photoinduced Site-Selective Alkylation Enabling Synthesis of C-3-Alkylated Quinoxalinone on DNA

Kyuho Moon, Myung Chul Yoo, Sang Wook Kang, Eunbin Jang, Jaehoon Sim, Madala Hari Babu, Kyeong Seop Kim, Thinh T. M. Bui, Junseok Ra
article en
3 citations

Abstract

A mild and biocompatible strategy for the site-selective alkylation of quinoxalinones via photoinduced dehydrogenative alkylation has been developed. This protocol enables the functionalization of both unprotected quinoxalinone and nonreactive dihydroquinoxalinone under DNA-compatible conditions. The optimized reaction proceeds efficiently while tolerating a diverse range of alkyl donors from various radical precursors. Given its simplicity and DNA compatibility, this methodology offers a platform for the construction of DNA-encoded libraries incorporating a privileged quinoxalinone scaffold.

Organic LettersVol. 27(18)
Kyung Hee University (KR), Centre for Innovation in Regulatory Science (GB)
National Research Foundation of Korea
Openalex Percentile: Top 11%
Synthesis and Biological Evaluation
2.81
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Photoinduced Site-Selective Alkylation Enabling Synthesis of C-3-Alkylated Quinoxalinone on DNA — Kyuho Moon, Myung Chul Yoo, et al. · Organic Letters (2025) | TGRS Research Map | TGRS