Metal-free, direct acylation of purines to access C<sup>6</sup>-acylated purine derivatives induced by TBHP <i>via</i> Minisci-type reaction

Zou, Chunhui; Yu, Mingwu; Jiang, Zhongkai; Liu, Xiguang; Chen, Yiwen; Zhang, Lele

doi:10.1039/d3nj05712g

New J. Chem.

2024

DOI: 10.1039/d3nj05712g

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Metal-free, direct acylation of purines to access C⁶-acylated purine derivatives induced by TBHP via Minisci-type reaction

Chunhui Zou,

Mingwu Yu,

Zhongkai Jiang

et al.

Abstract: A metal-free C-H functionalization of purines with aldehydes was developed to access C6-acylated purines via the green radical reactions. Theoretically, there are many competitive reactions due to three C-H bonds...

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Progress in the Functionalization of Purines and Purine Nucleosides by Minisci Reactions Over the Past 50 Years

Li,

Butt,

Bao

et al. 2024

ChemCatChem

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Over the past decade, significant progress has been witnessed in the functionalization of purines and purine nucleosides via Minisci reactions. This review primarily focuses on the latest advancements in applying Minisci reactions to purine bases, while also including some notable early examples, with an emphasis on the late‐stage functionalization of purine nucleosides. The Minisci reaction, a radical‐based method, enables direct C–H functionalization of purines, facilitating the incorporation of a wide range of functional groups under mild conditions. Key developments discussed in this review include the regioselective functionalizations at the C6, C8, and C2 positions, which have greatly expanded the toolkit for nucleoside modification. Additionally, this review also explores mechanistic insights, as well as the role of catalysts and reaction conditions that enhance the selectivity and efficiency of these transformations. The progress in Minisci‐type reactions offers valuable strategies for the synthesis of novel purine‐based compounds with promising applications in drug discovery and development.

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Progress in the Functionalization of Purines and Purine Nucleosides by Minisci Reactions Over the Past 50 Years

Li,

Butt,

Bao

et al. 2024

ChemCatChem

View full text Add to dashboard Cite

show abstract

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Metal-free, direct acylation of purines to access C⁶-acylated purine derivatives induced by TBHP via Minisci-type reaction

Abstract: A metal-free C-H functionalization of purines with aldehydes was developed to access C6-acylated purines via the green radical reactions. Theoretically, there are many competitive reactions due to three C-H bonds...

Cited by 1 publication

References 49 publications

Progress in the Functionalization of Purines and Purine Nucleosides by Minisci Reactions Over the Past 50 Years

Progress in the Functionalization of Purines and Purine Nucleosides by Minisci Reactions Over the Past 50 Years

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Metal-free, direct acylation of purines to access C6-acylated purine derivatives induced by TBHP via Minisci-type reaction

Abstract: A metal-free C-H functionalization of purines with aldehydes was developed to access C6-acylated purines via the green radical reactions. Theoretically, there are many competitive reactions due to three C-H bonds...

Cited by 1 publication

References 49 publications

Progress in the Functionalization of Purines and Purine Nucleosides by Minisci Reactions Over the Past 50 Years

Progress in the Functionalization of Purines and Purine Nucleosides by Minisci Reactions Over the Past 50 Years

Contact Info

Product

Resources

About

Metal-free, direct acylation of purines to access C⁶-acylated purine derivatives induced by TBHP via Minisci-type reaction