Journal
ORGANIC LETTERS
Volume 23, Issue 2, Pages 474-479Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c03992
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Funding
- National Natural Science Foundation of China [21971201]
- Key Laboratory Construction Program of Xi'an Municipal Bureau of Science and Technology [201805056ZD7CG40]
- Fundamental Research Funds of the Central Universities [xzy022019039]
- Fundamental Research Funds of the Xi'an Modern Chemistry Research Institute
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The sulfonamide was investigated as a hydrogen-atom transfer catalyst for C(sp(3))-H alkylation based on DFT calculations, showing high regioselectivity and broad substrate scope. Additionally, the sulfonamide catalyst was also found to be applicable for C(sp(3))-C(sp(3) couplings through a combination of photoredox, nickel, and HAT catalysis.
Based on the DFT calculations, the sulfonamide was explored as an efficient hydrogen-atom transfer catalyst for the C(sp(3))-H alkylation. The combination of a metal-free photoredox catalyst and a sulfonamide catalyst enables highly regioselective alkylation of the C-H bonds adjacent to heteroatoms, which features broad substrate scope and excellent functional group compatibility. Remarkably, the sulfonamide catalyst was also applicable to the C(sp(3))-C(sp(3)) couplings through the merger of photoredox, nickel, and HAT catalysis.
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