2010
DOI: 10.1016/j.tetlet.2009.11.023
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One-pot amide synthesis from allyl or benzyl halides and amines by Pd-catalysed carbonylation

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Cited by 48 publications
(17 citation statements)
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“…More recently, transition metal catalyzed oxidative amidation of alcohols or aldehydes with amines has been developed for amides synthesis (path b, c) . Alternative approaches including the carbonylation of alkyl or benzyl halides with amines (path d),, the reaction of substituted alkynyl bromides with amines (path e), the amidation of carboxylic acids with tert ‐amines through C−N bond cleavage (path f), and the oxidative coupling of carboxylic acids with formamides (path g) have been introduced. However, many of these approaches are problematic regarding cost and atom‐efficiency, as well as functional group tolerance and recyclability.…”
Section: Introductionmentioning
confidence: 99%
“…More recently, transition metal catalyzed oxidative amidation of alcohols or aldehydes with amines has been developed for amides synthesis (path b, c) . Alternative approaches including the carbonylation of alkyl or benzyl halides with amines (path d),, the reaction of substituted alkynyl bromides with amines (path e), the amidation of carboxylic acids with tert ‐amines through C−N bond cleavage (path f), and the oxidative coupling of carboxylic acids with formamides (path g) have been introduced. However, many of these approaches are problematic regarding cost and atom‐efficiency, as well as functional group tolerance and recyclability.…”
Section: Introductionmentioning
confidence: 99%
“…Compared to the direct functionalization of allylic alcohols, the palladium-catalyzed carbonylation of activated allylic compounds such as allyl halides, [9] allyl carbonates, [10] phosphonates, [11] and carbamates [12] have been known since the 1990s.…”
Section: Introductionmentioning
confidence: 99%
“…Later in 1979, Grieco et al disclosed the direct conversion of carboxylic acids into amides by using primary or secondary amines as starting materials (Scheme , path b) 2b. In 2010, Troisi et al published the one‐pot synthesis of amides over a palladium catalyst through the carbonylation of alkyl or benzyl halides with amines (Scheme , path c) 2c. Later, Chen et al2d and Rieke and Kim2e demonstrated the preparation of amides by using substituted alkynyl bromides and organozinc reagents as starting materials (Scheme , paths d and e).…”
Section: Introductionmentioning
confidence: 99%