A general efficient regioselective cobalt catalyzed carbonylation of unactivated C(sp(3))-H bonds of aliphatic amides was demonstrated using atmospheric (1-2 atm) carbon monoxide as a C1 source. This straightforward approach provides access to alpha-spiral succinimide regioselectively in a good yield. Cobalt catalyzed sp(3) C-H bond carbonylation is reported for the first time including the functionalization of (beta)-C-H bonds of alpha-1 degrees, 2 degrees, 3 degrees carbons and even internal (beta)-C-H bonds. Our initial mechanistic investigation reveals that the C-H activation step is irreversible and will possibly be the rate determining step.
机构:
Normandie Univ, COBRA, UMR 6014, 1 Rue Tesniere, F-76821 Mont St Aignan, France
Univ Rouen, INSA Rouen, CNRS, FR 3038, 1 Rue Tesniere, F-76821 Mont St Aignan, FranceNormandie Univ, COBRA, UMR 6014, 1 Rue Tesniere, F-76821 Mont St Aignan, France
Xiong, Heng-Ying
Cahard, Dominique
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Normandie Univ, COBRA, UMR 6014, 1 Rue Tesniere, F-76821 Mont St Aignan, France
Univ Rouen, INSA Rouen, CNRS, FR 3038, 1 Rue Tesniere, F-76821 Mont St Aignan, FranceNormandie Univ, COBRA, UMR 6014, 1 Rue Tesniere, F-76821 Mont St Aignan, France
Cahard, Dominique
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Pannecoucke, Xavier
Besset, Tatiana
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Normandie Univ, COBRA, UMR 6014, 1 Rue Tesniere, F-76821 Mont St Aignan, France
Univ Rouen, INSA Rouen, CNRS, FR 3038, 1 Rue Tesniere, F-76821 Mont St Aignan, FranceNormandie Univ, COBRA, UMR 6014, 1 Rue Tesniere, F-76821 Mont St Aignan, France