2022
DOI: 10.1021/acs.joc.2c02637
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Cu-Catalyzed Methylenation of Alcohols with N-Methyl Amide as a Sustainable Methylene Reagent

Abstract: Herein, we report a new approach to methylenation of alcohols using N-methyl amide as a sustainable methylene reagent; the N-methyl delivers the methylene group. This new reagent is easily prepared and stable to both air and moisture. Furthermore, the final byproduct of this methylene reagent can be recycled in excellent yields and then reused in methylenation reactions upon treating with CH3I.

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Cited by 5 publications
(2 citation statements)
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“…In comparison to dealkylation of amine, the literature for amide dealkylation appears to be limited and seems more challenging. 34,35 Thus, a novel method specifically designed for both amine and amide dealkylation is of importance.…”
mentioning
confidence: 99%
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“…In comparison to dealkylation of amine, the literature for amide dealkylation appears to be limited and seems more challenging. 34,35 Thus, a novel method specifically designed for both amine and amide dealkylation is of importance.…”
mentioning
confidence: 99%
“…The reaction can selectively generate C–H arylation and N-dealkylation products through radical and cationic paths, respectively. In comparison to dealkylation of amine, the literature for amide dealkylation appears to be limited and seems more challenging. , Thus, a novel method specifically designed for both amine and amide dealkylation is of importance.…”
mentioning
confidence: 99%