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Issue 3, 2017
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Cobalt catalyzed carbonylation of unactivated C(sp3)–H bonds

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Abstract

A general efficient regioselective cobalt catalyzed carbonylation of unactivated C(sp3)–H bonds of aliphatic amides was demonstrated using atmospheric (1–2 atm) carbon monoxide as a C1 source. This straightforward approach provides access to α-spiral succinimide regioselectively in a good yield. Cobalt catalyzed sp3 C–H bond carbonylation is reported for the first time including the functionalization of (β)-C–H bonds of α-1°, 2°, 3° carbons and even internal (β)-C–H bonds. Our initial mechanistic investigation reveals that the C–H activation step is irreversible and will possibly be the rate determining step.

Graphical abstract: Cobalt catalyzed carbonylation of unactivated C(sp3)–H bonds

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Publication details

The article was received on 14 Nov 2016, accepted on 19 Dec 2016 and first published on 20 Dec 2016


Article type: Edge Article
DOI: 10.1039/C6SC05026C
Chem. Sci., 2017,8, 2431-2435
  • Open access: Creative Commons BY-NC license
    All publication charges for this article have been paid for by the Royal Society of Chemistry

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

    N. Barsu, S. K. Bolli and B. Sundararaju, Chem. Sci., 2017, 8, 2431
    DOI: 10.1039/C6SC05026C

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