ChemInform Abstract: Copper-Catalyzed Intramolecular Aryl-Bicyclization of Diynes with Diaryliodonium Salts via Vinyl Cations.

In this article we describe an efficient approach for the synthesis of cyclic diaryliodonium salts. The method is based on benzyl alcohols as starting materials and consists of an Friedel-Crafts-arylation/oxidation sequence. Besides a deep optimization, particluar focusing on the choice and ratios of the utilized Bronsted-acids and oxidants, we explore the substrate scope of this transformation. We also discuss an interesting isomerism of cyclic iodonium salts substituted with aliphatic substituents at the bridge head carbon. <br>

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Cu-Catalyzed Cascade Reaction of Isoxazoles with Diaryliodonium Salts for the Synthesis of Acridines

Letters in Organic Chemistry ◽

10.2174/1570178617666200225125427 ◽

2020 ◽

Vol 17 (12) ◽

pp. 944-950

Author(s):

Shangrong Zhu ◽

Xuechen Lu ◽

Qiuneng Xu ◽

Jian Li ◽

Shenghu Yan

Keyword(s):

Cascade Reaction ◽

Efficient Synthesis ◽

Acridine Derivatives ◽

Diaryliodonium Salts

A straightforward and efficient synthesis of acridine derivatives via a copper-catalyzed cascade reaction among isoxazoles and diaryliodonium salts is achieved. Various mono-, multi-substituted and 9-substituted acridine derivatives could be obtained in moderate to good yields. The process has gone through tandem double arylation and Friedel-Crafts reactions.

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ChemInform Abstract: A Simple and Facile Heck-Type Arylation of Alkenes with Diaryliodonium Salts Using Magnetically Recoverable Pd-Catalyst.

ChemInform ◽

10.1002/chin.201250056 ◽

2012 ◽

Vol 43 (50) ◽

pp. no-no

Author(s):

Buchi Reddy Vaddula ◽

Amit Saha ◽

John Leazer ◽

Rajender S. Varma

Keyword(s):

Pd Catalyst ◽

Diaryliodonium Salts

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Copper-Catalyzed Synthesis of Axially Chiral Biaryls with Diaryliodonium Salts as Arylation Reagents

Molecules ◽

10.3390/molecules26113223 ◽

2021 ◽

Vol 26 (11) ◽

pp. 3223

Author(s):

Ji-Wei Zhang ◽

Shao-Hua Xiang ◽

Shaoyu Li ◽

Bin Tan

Keyword(s):

Amino Alcohols ◽

Sigmatropic Rearrangement ◽

Synthetic Route ◽

Mild Conditions ◽

Good Substrate ◽

Diaryliodonium Salts ◽

Axially Chiral

NOBIN and BINAM derivatives harboring biaryl frameworks are recognized as a class of important atropisomers with versatile applications. Here, we present an efficient synthetic route to access such compounds through copper-catalyzed domino arylation of N-arylhydroxylamines or N-arylhydrazines with diaryliodonium salts and [3,3]-sigmatropic rearrangement. This reaction features mild conditions, good substrate compatibility, and excellent efficiency. The practicality of this protocol was further extended by the synthesis of biaryl amino alcohols.

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