Protocol for chemo- and regioselective C(sp3)–H activation using a heterogeneous copper powder-catalyzed reaction

Nandi, Shantanu; Mondal, Shuvam; Jana, Ranjan

doi:10.1016/j.xpro.2022.101781

Cited by 2 publications

(1 citation statement)

References 36 publications

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“…The visible-light-mediated reaction has become a powerful theme for developing organic transformation. The significant features of visible light, such as its eco-compatibility, inexpensive nature, universal availability, nontoxicity, and operational simplicity, show increasing demand for sustainable synthetic conversions . The formation of C–N bonds in organic synthesis has dominated due to its indispensable and ubiquitous presence in agrochemical, pharmaceutical, and material science .…”

Section: Introductionmentioning

confidence: 99%

Visible-Light-Promoted Metal- and Photocatalyst-Free Reactions between Arylglyoxylic Acids and Tetraalkylthiuram Disulfides: Synthesis of α-Ketoamides

Sarkar,

Pal,

Mukherjee

et al. 2024

J. Org. Chem.

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A convenient and new synthetic approach has been developed for the oxidative cross-coupling of the C−N bond through the reaction between arylglyoxylic acids and tetraalkylthiuram disulfides. The reaction proceeds under ambient air at room temperature in the presence of visible light. This reaction offers a metal-, base-, photocatalyst-, and solvent-free synthesis of various α-ketoamides with moderate to excellent yields via the radical pathway. In addition, this protocol demonstrates the potential application of a gram-scale synthesis.

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Section: Introductionmentioning

confidence: 99%

Visible-Light-Promoted Metal- and Photocatalyst-Free Reactions between Arylglyoxylic Acids and Tetraalkylthiuram Disulfides: Synthesis of α-Ketoamides

Sarkar,

Pal,

Mukherjee

et al. 2024

J. Org. Chem.

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Visible-Light-Triggered Synthesis of N-α-Ketoacylated Sulfoximines by Denitrogenative and Oxidative Functionalization of Vinyl Azides

Sarkar,

Pal,

Santra

et al. 2024

J. Org. Chem.

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We have introduced a sulfoximidation reaction initiated by visible light between α-phenyl vinyl azides and NHsulfoximines. The cost-effective and readily accessible hypervalent iodine reagent (PIDA) easily promoted the oxidative sulfoximidation process to afford N-α-ketoacylated sulfoximines in good to high yields, involving the formation of two new C−O bonds and one C−N bond. Additionally, the protocol offers noteworthy advantages, including its metal-free and photocatalyst-free reaction and its broad substrate compatibility.

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Protocol for chemo- and regioselective C(sp3)–H activation using a heterogeneous copper powder-catalyzed reaction

Cited by 2 publications

References 36 publications

Visible-Light-Promoted Metal- and Photocatalyst-Free Reactions between Arylglyoxylic Acids and Tetraalkylthiuram Disulfides: Synthesis of α-Ketoamides

Visible-Light-Promoted Metal- and Photocatalyst-Free Reactions between Arylglyoxylic Acids and Tetraalkylthiuram Disulfides: Synthesis of α-Ketoamides

Visible-Light-Triggered Synthesis of N-α-Ketoacylated Sulfoximines by Denitrogenative and Oxidative Functionalization of Vinyl Azides

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