Ni(II) Salt-catalyzed Direct Aryl Thioetherification of 1-Naphthylamine and Its Derivative with Disulfides

The direct C-H aryl thioetherification of 1-naphthylamine and its derivative with diaryl disulfides was developed with a Ni(II) salt catalytic system under air. The protocol was compatible with a wide range of functional groups. 1-Naphthylamine and 1,2,3,4-tetrahydro-1-naphthylamine were converted i...

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Bibliographic Details
Published inChemistry letters Vol. 51; no. 6; pp. 669 - 672
Main Authors Jiang, Chunfeng, Liu, Kaixuan, Zhang, Le, Liu, Tian, Zhang, Nan, Xu, Youjun
Format Journal Article
LanguageEnglish
Published OXFORD Oxford Univ Press 05.06.2022
Subjects
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
FUNCTIONALIZATION
ALKYLATION
THIOLATION
C-H aryl thioetherification
DIRECT SULFENYLATION
1,2,3,4-Tetrahydro-1-naphthylamine
Ni(II) salt catalytic system
C-H BONDS
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Summary:The direct C-H aryl thioetherification of 1-naphthylamine and its derivative with diaryl disulfides was developed with a Ni(II) salt catalytic system under air. The protocol was compatible with a wide range of functional groups. 1-Naphthylamine and 1,2,3,4-tetrahydro-1-naphthylamine were converted into various aryl sulfide compounds under standard conditions. The application of the proposed methodology to prepare some highly-functionalized small molecules as building blocks for bioactive compounds was explored. Control experiments revealed the Ni(II)/Ni(IV) cyclic mechanism of the catalytic system.
ISSN:0366-7022
1348-0715
DOI:10.1246/cl.220168