2023
DOI: 10.1039/d2cy02063g
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The copper-catalyzed oxidative radical process of site selective C–N bond cleavage in twisted amides: batch and continuous-flow chemistry

Abstract: Due to the significance of amide bonds, developing a new catalytic strategy for amides by selective C-N bond cleavage are one of the most potent and rapid process in chemical...

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Cited by 8 publications
(3 citation statements)
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“…The photothermal process can cause more impact to induce higher reaction yield for facile transformations than under thermal conditions. To further investigate the more efficient applications of the process, the Aza Michael addition reaction was examined in a continuous flow system [22] (Scheme 5 and ESI†, Scheme S1). The flow setup used a T‐shaped micromixer (M1, 500 μm) and a tubing reactor (R1, 250 cm).…”
Section: Resultsmentioning
confidence: 99%
“…The photothermal process can cause more impact to induce higher reaction yield for facile transformations than under thermal conditions. To further investigate the more efficient applications of the process, the Aza Michael addition reaction was examined in a continuous flow system [22] (Scheme 5 and ESI†, Scheme S1). The flow setup used a T‐shaped micromixer (M1, 500 μm) and a tubing reactor (R1, 250 cm).…”
Section: Resultsmentioning
confidence: 99%
“…[27][28][29] In this regard, Bode et al documented a protocol for the synthesis of hindered and electron-deficient secondary amides by the direct coupling of isocyanates with Grignard reagents. 30 Inspired by these reports and building on our ongoing research interest in the chemoselective cleavage of C-N bonds in amides, [31][32][33] our recent work reported an N-H/C-H carbonylation reaction using phenyl isocyanate to facilitate the versatile synthesis of diverse Nheterocycles (Scheme 1b). 34 Herein, we envisage a succinct oxidative method for the synthesis of secondary amides (3) employing N-(2-aminophenyl)benzamide (1) and phenyl isocyanate (2).…”
Section: Introductionmentioning
confidence: 99%
“…We have recognized the potential of utilizing activated amides for the selective cleavage of C-N bonds, enabling the synthesis of primary amides, as well as a diverse array of nitrogen-containing molecules, through novel methods (Scheme 1a). [33][34][35][36][37] Based on these reports, there is a pressing need to advance the efficient conversion of amide into amides, fostering crucial functional groups with extensive applicability. This necessitates the utilization of adept reagents and methodologies to drive effective transformations.…”
Section: Introductionmentioning
confidence: 99%