Organo-photoredox catalyzed gem-difluoroallylation of ketone-derived dihydroquinazolinones via C(sp3)–C bond and C(sp3)–F bond cleavage

Zhang, Yue; Zhu, Tianshuai; Lin, Yuqian; Wei, Xian; Xie, Xinyu; Lin, Ruofan; Zhang, Zhijie; Fang, Weiwei; Zhang, Jing-Jing; Zhang, Yue; Hu, Meng-Yang; Cai, Lingchao; Chen, Zhen

doi:10.1039/d4ob00671b

Org. Biomol. Chem.

2024

DOI: 10.1039/d4ob00671b

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Organo-photoredox catalyzed gem-difluoroallylation of ketone-derived dihydroquinazolinones via C(sp³)–C bond and C(sp³)–F bond cleavage

Yue Zhang,

Tianshuai Zhu,

Yuqian Lin

et al.

Abstract: An organo-photoredox catalyzed defluorinative alkylation of ketone-derived dihydroquinazolinones with α-trifluoromethyl alkenes is described, providing a facile access to a diverse set of gem-difluoroalkenes.

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Transition-Metal-Free Late-Stage Decarboxylative gem-Difluoroallylation of Primary Alkyl Acids

Wei,

Zhang,

Lin

et al. 2024

J. Org. Chem.

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A transition-metal-free late-stage decarboxylative gem-difluoroallylation of carboxylic acids with α-trifluoromethyl alkenes has been described by the use of organo-photoredox catalysis. Both primary alkyl and heteroaryl acids were readily incorporated. This approach merits feedstock materials, mild reaction conditions, and wide functionality tolerance. The synthetic utility of this approach has been highlighted by the late-stage functionalization of a variety of acid-containing natural products and drug molecules.

show abstract

Transition-Metal-Free Late-Stage Decarboxylative gem-Difluoroallylation of Primary Alkyl Acids

Wei,

Zhang,

Lin

et al. 2024

J. Org. Chem.

View full text Add to dashboard Cite

show abstract

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Organo-photoredox catalyzed gem-difluoroallylation of ketone-derived dihydroquinazolinones via C(sp³)–C bond and C(sp³)–F bond cleavage

Abstract: An organo-photoredox catalyzed defluorinative alkylation of ketone-derived dihydroquinazolinones with α-trifluoromethyl alkenes is described, providing a facile access to a diverse set of gem-difluoroalkenes.

Cited by 1 publication

References 92 publications

Transition-Metal-Free Late-Stage Decarboxylative gem-Difluoroallylation of Primary Alkyl Acids

Transition-Metal-Free Late-Stage Decarboxylative gem-Difluoroallylation of Primary Alkyl Acids

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