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Nickel-catalyzed dehydrogenative cross-coupling: direct transformation of aldehydes into esters and amides.


ABSTRACT: By exploring a new mode of nickel-catalyzed cross-coupling, a method to directly transform both aromatic and aliphatic aldehydes into either esters or amides has been developed. The success of this oxidative coupling depends on the appropriate choice of catalyst and organic oxidant, including the use of either ?,?,?-trifluoroacetophenone or excess aldehyde. Mechanistic data that supports a catalytic cycle involving oxidative addition into the aldehyde C-H bond is also presented.

SUBMITTER: Whittaker AM 

PROVIDER: S-EPMC4551080 | biostudies-literature | 2015 Jan

REPOSITORIES: biostudies-literature

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Nickel-catalyzed dehydrogenative cross-coupling: direct transformation of aldehydes into esters and amides.

Whittaker Aaron M AM   Dong Vy M VM  

Angewandte Chemie (International ed. in English) 20141125 4


By exploring a new mode of nickel-catalyzed cross-coupling, a method to directly transform both aromatic and aliphatic aldehydes into either esters or amides has been developed. The success of this oxidative coupling depends on the appropriate choice of catalyst and organic oxidant, including the use of either α,α,α-trifluoroacetophenone or excess aldehyde. Mechanistic data that supports a catalytic cycle involving oxidative addition into the aldehyde C-H bond is also presented. ...[more]

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