Acetylenic and Ethylenic Iodonium Salts and Their Reactions with a Carbanion1,2

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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Faculty Opinions recommendation of Cyclic vinyl(aryl)iodonium salts: synthesis and reactivity.

Faculty Opinions – Post-Publication Peer Review of the Biomedical Literature ◽

10.3410/f.736500184.793564476 ◽

2019 ◽

Author(s):

Mahesh Lakshman

Keyword(s):

Iodonium Salts

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Fast atom bombardment and secondary ion mass spectra of iodonium salts: Interpretation of spectra and implications for sputtering mechanisms

Organic Mass Spectrometry ◽

10.1002/oms.1210240606 ◽

1989 ◽

Vol 24 (6) ◽

pp. 391-397 ◽

Cited By ~ 7

Author(s):

Kevin L. Duffin ◽

Kenneth L. Busch ◽

Atilla Tuncay

Keyword(s):

Mass Spectra ◽

Fast Atom Bombardment ◽

Iodonium Salts ◽

Secondary Ion

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ChemInform Abstract: Synthesis of Novel Vinylbenziodoxolones (II) from Alkynyl(o- carboxyphenyl)iodonium Salts (I).

ChemInform ◽

10.1002/chin.199648194 ◽

2010 ◽

Vol 27 (48) ◽

pp. no-no

Author(s):

T. KITAMURA ◽

T. FUKUOKA ◽

Y. FUJIWARA

Keyword(s):

Iodonium Salts

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Fluoroalkylation of Imidazoles by Hypervalent Iodonium Salts

Organic Letters ◽

10.1021/ol802399z ◽

2008 ◽

Vol 10 (24) ◽

pp. 5565-5568 ◽

Cited By ~ 19

Author(s):

Changqing Lu ◽

Don VanDerveer ◽

Darryl D. DesMarteau

Keyword(s):

Iodonium Salts

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2-Iodosylbenzoic acid activated by trifluoromethanesulfonic anhydride: efficient oxidant and electrophilic reagent for preparation of iodonium salts

New Journal of Chemistry ◽

10.1039/d1nj03787k ◽

2021 ◽

Author(s):

Akira Yoshimura ◽

Christopher Huss ◽

Akio Saito ◽

Tsugio Kitamura ◽

Viktor V Zhdankin

Keyword(s):

Electrophilic Reagent ◽

Iodonium Salts ◽

Trifluoromethanesulfonic Anhydride

2-Iodosylbenzoic acid in the presence of trifluoromethanesulfonic anhydride is an efficient oxidant and electrophilic reagent useful for preparation of the corresponding alkenyl and aryliodonium salts. Compared to the previously reported...

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