Hydrogen-Bond-Controlled Formal Meta-Selective C-H Transformations and Regioselective Synthesis of Multisubstituted Aromatic Compounds

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Abstract

The meta-selective introduction of functional groups into aromatic substrates was successfully achieved by hydrogen-bond-controlled meta-selective C-H borylation and successive conversion of the boryl group to other functional groups. By this method a wide range of functional groups could be introduced without isolation of the borylated intermediates. The desired meta-functionalized aromatic products were obtained in a one-pot manner even on a gram scale. Regioselective synthesis of multisubstituted aromatic compounds was also achieved.

Original languageEnglish
Pages (from-to)1342-1346
Number of pages5
JournalOrganic Letters
Volume21
Issue number5
DOIs
Publication statusPublished - Mar 1 2019

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aromatic compounds
Aromatic compounds
Functional groups
Hydrogen
Hydrogen bonds
hydrogen bonds
synthesis
isolation
Substrates
products

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

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abstract = "The meta-selective introduction of functional groups into aromatic substrates was successfully achieved by hydrogen-bond-controlled meta-selective C-H borylation and successive conversion of the boryl group to other functional groups. By this method a wide range of functional groups could be introduced without isolation of the borylated intermediates. The desired meta-functionalized aromatic products were obtained in a one-pot manner even on a gram scale. Regioselective synthesis of multisubstituted aromatic compounds was also achieved.",
author = "Jie Wang and Takeru Torigoe and Yoichiro Kuninobu",
year = "2019",
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T1 - Hydrogen-Bond-Controlled Formal Meta-Selective C-H Transformations and Regioselective Synthesis of Multisubstituted Aromatic Compounds

AU - Wang, Jie

AU - Torigoe, Takeru

AU - Kuninobu, Yoichiro

PY - 2019/3/1

Y1 - 2019/3/1

N2 - The meta-selective introduction of functional groups into aromatic substrates was successfully achieved by hydrogen-bond-controlled meta-selective C-H borylation and successive conversion of the boryl group to other functional groups. By this method a wide range of functional groups could be introduced without isolation of the borylated intermediates. The desired meta-functionalized aromatic products were obtained in a one-pot manner even on a gram scale. Regioselective synthesis of multisubstituted aromatic compounds was also achieved.

AB - The meta-selective introduction of functional groups into aromatic substrates was successfully achieved by hydrogen-bond-controlled meta-selective C-H borylation and successive conversion of the boryl group to other functional groups. By this method a wide range of functional groups could be introduced without isolation of the borylated intermediates. The desired meta-functionalized aromatic products were obtained in a one-pot manner even on a gram scale. Regioselective synthesis of multisubstituted aromatic compounds was also achieved.

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JO - Organic Letters

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