IP Library Granted Patent US 9,376,384
Granted Patent B2
US 9,376,384 · App. 14/825,169 · Granted Jun 28, 2016

Diaryliodonium salt

Inventors: Norimichi Saito (Yamaguchi, JP); Norio Shibata (Aichi, JP); Kohei Matsuzaki (Aichi, JP); Kenta Okuyama (Aichi, JP)
Assignee: UBE INDUSTRIES, LTD.
C07C323/09C07C309/06C07C309/30C07C381/00C07D209/10C07D209/48C07D333/18C07C2102/08
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Quick Facts
Patent No.
US 9,376,384
App. No.
14/825,169
Granted
Jun 28, 2016
Kind
B2
Abstract

Provided is a compound that allows easy introduction of a pentafluorosulfanylaryl group into a compound of interest. A diaryliodonium salt is represented by the general formula (d) shown below: In this formula, k is 1 or 2, R 1 is an alkyl group having 1 or 2 carbon atoms, m is an integer of 0 to 4, R 2 is a straight or branched alkyl group having 1 to 4 carbon atoms, n is an integer of 0 to 5, and A − is a counter anion.

Claims (11)

1. A diaryliodonium salt of the general formula (d):

wherein k is 1 or 2, R 1 is an alkyl group having 1 or 2 carbon atoms, m is an integer of 0 to 4, R 2 is a straight or branched alkyl group having 1 to 4 carbon atoms, n is an integer of 0 to 5, and A − is a counter anion.

2. The diaryliodonium salt according to claim 1 , wherein m is 0, and n is 3.

3. The diaryliodonium salt according to claim 2 , wherein R 2 is a methyl group, an ethyl group, a n-propyl group, or an i-propyl group.

4. The diaryliodonium salt according to claim 1 , wherein m is 0, and n is 0.

5. A process for preparing the diaryliodonium salt according to any one of claims 1 to 4 , the process comprising:

providing a compound of the general formula (b); and

subjecting said compound to an oxidation reaction and a Friedel-Crafts reaction with a compound of the general formula (c) at the same time to produce the diaryliodonium salt of the general formula (d):

6. A process for preparing a compound of the general formula (f), the process comprising reacting a compound of the general formula (d) with a nucleophilic compound Z to introduce an aryl group containing a pentafluorosulfanyl group into the nucleophilic compound:

wherein R 2 , n, A − ,R 1 , m, and k are as defined in claim 1 .

7. The process according to claim 6 , wherein the nucleophilic compound Z is selected from the group consisting of a 1,3-dicarbonyl compound, a phenol compound, an aniline compound, a heterocyclic compound, an alcohol compound, an oxyimide compound, an aromatic sulfur compound, and an aromatic cyanogen compound.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 13, 2015
From: SAITO, NORIMICHI; SHIBATA, NORIO; MATSUZAKI, KOHEI; OKUYAMA, KENTA
To: UBE INDUSTRIES, LTD.
Reel/Frame 036322/0196 →
Priority Claims (1)
JP 164814/2014 · Aug 13, 2014 · national
Continuity (1)
Related Publication 20160046566A1 · Feb 18, 2016