Borlinghaus N,
Ansari TN,
Braje LH,
Ogulu D,
Handa S,
Wittmann V,
Braje WM.
*
AbbVieDeutschland GmbH & Co. KG, Ludwingshafen, Germany
Nucleophilic Aromatic Substitution Reactions under Aqueous, Mild Conditions Using
Polymeric Additive HPMC.
Green Chem. 2021;
23: 3955-3962
DOI:
10.1039/d1gc00128k
Key words
aqueous media - aromatic substitution - aryl halides - polysaccharides - aromatic
amination - S
NAr reaction
Significance
SNAr amination reactions of various aryl fluorides or chlorides with amine nucleophiles
was achieved in water in the presence of amphiphilic hydroxypropyl methylcellulose
(HPMC). The aqueous HPMC phase could be reused in consecutive runs.
Comment
A lipophilic reaction pocket formed by folding of HPMC in water promotes the organic
reaction. SNAr reactions with thiols or a benzylic alcohol were also examined.
