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Literature DB >> 28845673

Synthesis of Triarylamines via Sequential C-N Bond Formation.

Sachin G Modha¹, Mihai V Popescu¹, Michael F Greaney¹.

Abstract

A one-pot domino N-arylation protocol is described using diaryliodonium reagents under copper catalysis. The reaction uses both aryl groups of the diaryliodonium reagent to generate triarylamines starting from simple anilines, representing an atom-economical preparation of an important class of organic material building blocks.

Entities: Chemical

Year: 2017 PMID： 28845673 DOI： 10.1021/acs.joc.7b01778

Source DB: PubMed Journal: J Org Chem ISSN： 0022-3263 Impact factor: 4.354

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Cited

7 in total

1. Stereoselective Direct N-Trifluoropropenylation of Heterocycles with a Hypervalent Iodonium Reagent.

Authors: János T Csenki; Ádám Mészáros; Zsombor Gonda; Zoltán Novák
Journal: Chemistry Date: 2021-10-06 Impact factor: 5.020

Review 2. Atom-economical group-transfer reactions with hypervalent iodine compounds.

Authors: Andreas Boelke; Peter Finkbeiner; Boris J Nachtsheim
Journal: Beilstein J Org Chem Date: 2018-05-30 Impact factor: 2.883

3. Cu(OTf)₂ -Mediated Cross-Coupling of Nitriles and N-Heterocycles with Arylboronic Acids to Generate Nitrilium and Pyridinium Products*.

Authors: Nicola L Bell; Chao Xu; James W B Fyfe; Julien C Vantourout; Jeremy Brals; Sonia Chabbra; Bela E Bode; David B Cordes; Alexandra M Z Slawin; Thomas M McGuire; Allan J B Watson
Journal: Angew Chem Int Ed Engl Date: 2021-02-26 Impact factor: 15.336

Synthesis of Triarylamines via Sequential C-N Bond Formation.

1. Stereoselective Direct N-Trifluoropropenylation of Heterocycles with a Hypervalent Iodonium Reagent.

Review 2. Atom-economical group-transfer reactions with hypervalent iodine compounds.

3. Cu(OTf)₂ -Mediated Cross-Coupling of Nitriles and N-Heterocycles with Arylboronic Acids to Generate Nitrilium and Pyridinium Products*.

4. Copper-catalyzed synthesis of phenol and diaryl ether derivatives via hydroxylation of diaryliodoniums.

5. Copper-catalyzed transformation of alkyl nitriles to N-arylacetamide using diaryliodonium salts.

Review 6. Hypervalent organoiodine compounds: from reagents to valuable building blocks in synthesis.

7. Silyloxymethanesulfinate as a sulfoxylate equivalent for the modular synthesis of sulfones and sulfonyl derivatives.

Synthesis of Triarylamines via Sequential C-N Bond Formation.

1. Stereoselective Direct N-Trifluoropropenylation of Heterocycles with a Hypervalent Iodonium Reagent.

Review 2. Atom-economical group-transfer reactions with hypervalent iodine compounds.

3. Cu(OTf)2 -Mediated Cross-Coupling of Nitriles and N-Heterocycles with Arylboronic Acids to Generate Nitrilium and Pyridinium Products*.

4. Copper-catalyzed synthesis of phenol and diaryl ether derivatives via hydroxylation of diaryliodoniums.

5. Copper-catalyzed transformation of alkyl nitriles to N-arylacetamide using diaryliodonium salts.

Review 6. Hypervalent organoiodine compounds: from reagents to valuable building blocks in synthesis.

7. Silyloxymethanesulfinate as a sulfoxylate equivalent for the modular synthesis of sulfones and sulfonyl derivatives.

3. Cu(OTf)₂ -Mediated Cross-Coupling of Nitriles and N-Heterocycles with Arylboronic Acids to Generate Nitrilium and Pyridinium Products*.