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Cover Feature: Bi(OTf)3Enabled C‐F Bond Cleavage in HFIP: Electrophilic Aromatic Formylation with Difluoro(phenylsulfanyl)methane (Asian J. Org. Chem. 8/2018)

Authors :
Betterley, Nolan M.
Kerdphon, Sutthichat
Chaturonrutsamee, Suppisak
Kongsriprapan, Sopanat
Surawatanawong, Panida
Soorukram, Darunee
Pohmakotr, Manat
Andersson, Pher G.
Reutrakul, Vichai
Kuhakarn, Chutima
Source :
Asian Journal of Organic Chemistry; August 2018, Vol. 7 Issue: 8 p1428-1428, 1p
Publication Year :
2018

Abstract

Fluorine Age: C−F bond cleavage of difluoro(phenylsulfanyl)methane (PhSCF2H) was achieved by the synergistic effect of Bi(OTf)3in 1,1,1,3,3,3‐hexafluoro‐2‐propanol (HFIP), leading to an electrophilic aromatic formylation reaction of indole derivatives and activated aromatics. The active formylating species (thionium ion intermediates) were experimentally and computationally characterized by 1H and 13C NMR data, and DFT calculations, respectively. The cover features Hanuman, one of the main characters from the Ramakien—Thailand's national epic, as Bi(OTf)3. More information can be found in the Full Paper by Chutima Kuhakarn et al. on page 1642 in Issue 8, 2018(DOI: 10.1002/ajoc.201800313).

Details

Language :
English
ISSN :
21935807 and 21935815
Volume :
7
Issue :
8
Database :
Supplemental Index
Journal :
Asian Journal of Organic Chemistry
Publication Type :
Periodical
Accession number :
ejs46216368
Full Text :
https://doi.org/10.1002/ajoc.201800367