Literature DB >> 26023887

Synthesis of Diaryliodonium Salts Having Pentafluorosulfanylarenes and Their Application to Electrophilic Pentafluorosulfanylarylation of C-, O-, N-, and S-Nucleophiles.

Kohei Matsuzaki1, Kenta Okuyama1, Etsuko Tokunaga1, Norimichi Saito2, Motoo Shiro3, Norio Shibata1.   

Abstract

Novel reagents for the electrophilic introduction of pentafluorosulfanyl (SF5) arenes into target molecules are disclosed. Unsymmetrical diaryliodonium salts 1 having SF5-arenes were synthesized by a one-pot process from iodo-SF5-benzenes 2 in good yields. The SF5-aryliodonium salts 1 were found to be efficient for the electrophilic SF5-arylation of carbon and heterocentered nucleophiles to furnish the corresponding substituted SF5-arenes in good to high yields.

Entities:  

Mesh:

Substances:

Year:  2015        PMID: 26023887     DOI: 10.1021/acs.orglett.5b01323

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  7 in total

1.  Optimized quinoline amino alcohols as disruptors and dispersal agents of Vibrio cholerae biofilms.

Authors:  Brian León; F P Jake Haeckl; Roger G Linington
Journal:  Org Biomol Chem       Date:  2015-08-21       Impact factor: 3.876

2.  Synthesis of fluoro-functionalized diaryl-λ3-iodonium salts and their cytotoxicity against human lymphoma U937 cells.

Authors:  Prajwalita Das; Etsuko Tokunaga; Norio Shibata; Hidehiko Akiyama; Hiroki Doi; Norimichi Saito
Journal:  Beilstein J Org Chem       Date:  2018-02-07       Impact factor: 2.883

3.  Studies of Halogen Bonding Induced by Pentafluorosulfanyl Aryl Iodides: A Potential Group of Halogen Bond Donors in a Rational Drug Design.

Authors:  Yuji Sumii; Kenta Sasaki; Seiji Tsuzuki; Norio Shibata
Journal:  Molecules       Date:  2019-10-07       Impact factor: 4.411

Review 4.  Heteroaryliodonium(III) Salts as Highly Reactive Electrophiles.

Authors:  Naoko Takenaga; Ravi Kumar; Toshifumi Dohi
Journal:  Front Chem       Date:  2020-11-20       Impact factor: 5.221

5.  Amine-borane complex-initiated SF5Cl radical addition on alkenes and alkynes.

Authors:  Audrey Gilbert; Pauline Langowski; Marine Delgado; Laurent Chabaud; Mathieu Pucheault; Jean-François Paquin
Journal:  Beilstein J Org Chem       Date:  2020-12-16       Impact factor: 2.883

6.  Copper-catalyzed synthesis of phenol and diaryl ether derivatives via hydroxylation of diaryliodoniums.

Authors:  Lianbao Ye; Chao Han; Peiqi Shi; Wei Gao; Wenjie Mei
Journal:  RSC Adv       Date:  2019-07-10       Impact factor: 4.036

7.  Sterically Congested 2,6-Disubstituted Anilines from Direct C-N Bond Formation at an Iodine(III) Center.

Authors:  Nicola Lucchetti; Michelangelo Scalone; Serena Fantasia; Kilian Muñiz
Journal:  Angew Chem Int Ed Engl       Date:  2016-10-10       Impact factor: 15.336

  7 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.