4.8 Article

Cobalt catalyzed carbonylation of unactivated C(sp3)-H bonds

Journal

CHEMICAL SCIENCE
Volume 8, Issue 3, Pages 2431-2435

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c6sc05026c

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Funding

  1. SERB [EMR2016/000136]
  2. CSIR

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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.

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