Aqueous C–H aminomethylation of phenols by iodine catalysis

Author:

Zhou Zhi-Hua1,Wang Ben1,Ding Yao2,Loh Teck-Peng234ORCID,Tian Jie-Sheng1ORCID

Affiliation:

1. School of Chemistry and Chemical Engineering, Northwestern Polytechnical University (NPU), Xi’an 710072, China

2. School of Chemistry and Molecular Engineering, Nanjing Tech University (NanjingTech), Nanjing 211816, China

3. College of Advanced Interdisciplinary Science and Technology, Henan University of Technology, Zhenzhou, 450001, China

4. School of Chemistry, Chemical Engineering and Biotechnology (CCEB), Nanyang Technological University, Singapore 637371, Singapore

Abstract

A metal-free strategy regarding iodine catalysis to achieve ortho-aminomethylation of phenols in aqueous media has been developed, which is highlighted by the late-stage functionalization of drug molecules containing phenolic structures.

Funder

Fundamental Research Funds for the Central Universities

Ministry of Education - Singapore

Publisher

Royal Society of Chemistry (RSC)

Subject

Materials Chemistry,Metals and Alloys,Surfaces, Coatings and Films,General Chemistry,Ceramics and Composites,Electronic, Optical and Magnetic Materials,Catalysis

Reference63 articles.

1. M. T.Nguyen , E. S.Kryachko and L. G.Vanquickenborne , General and Theoretical Aspects of Phenols, in The Chemistry of Phenols , ed. Z. Rappoport , John Wiley & Sons, Ltd , Chichester , 2003 , pp. 1–198

2. Plant Polyphenols: Chemical Properties, Biological Activities, and Synthesis

3. J. H. P.Tyman , Synthetic and Natural Phenols; Studies in Organic Chemistry , Elsevier , Amsterdam , 2014 , vol. 52

4. S.Quideau , D.Deffieux and L.Pouysegu , in 3.13 Oxidative Coupling of Phenols and Phenol Ethers. In Comprehensive Organic Synthesis II , ed. P. Knochel , Elsevier , Amsterdam , 2014 , 2nd edn, pp. 656–740

5. M.Yamaguchi , Synthetic Uses of Phenols. In The Chemistry of Phenols , ed. Z. Rappoport , John Wiley & Sons, Ltd , Chichester , 2003 , pp. 661–704

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