4.8 Article

Organophotoredox-Catalyzed Three-Component Coupling of Heteroatom Nucleophiles, Alkenes, and Aliphatic Redox Active Esters

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ORGANIC LETTERS
卷 23, 期 5, 页码 1798-1803

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AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.1c00211

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资金

  1. JSPS KAKENHI [JP18H01971, JP17H06449]
  2. Kanazawa University
  3. Takeda Pharmaceutical Company Limited
  4. JST, PRESTO [JPMJPR19T2]

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This method describes a visible-light-mediated organo-photoredox catalytic process for vicinal difunctionalization of alkenes using heteroatom nucleophiles and aliphatic redox active esters. A wide range of heteroatom nucleophiles can be used for this reaction, allowing the forging of C(sp(3))-C(sp(3)) and C(sp(3))-heteroatom bonds with high regioselectivity in a single step.
This manuscript describes a visible-light-mediated organo-photoredox catalytic process for vicinal difunctionalization of alkenes using heteroatom nucleophiles and aliphatic redox active esters. A wide range of heteroatom nucleophiles including alcohols, water, carboxylic acids, amides, and halogens can be used for this reaction. This radical relay type reaction allows forging of C(sp(3))-C(sp(3)) with a carbon centered radical and C(sp(3))-heteroatom bonds with a benzyl cation on the vinylarenes with complete regioselectivity in a single step.

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