348-90-3Relevant articles and documents
Complementary Site-Selective Halogenation of Nitrogen-Containing (Hetero)Aromatics with Superacids
Mamontov, Alexander,Martin-Mingot, Agnès,Métayer, Benoit,Karam, Omar,Zunino, Fabien,Bouazza, Fodil,Thibaudeau, Sébastien
supporting information, p. 10411 - 10416 (2020/07/30)
Site-selective functionalization of arenes that is complementary to classical aromatic substitution reactions remains a long-standing quest in organic synthesis. Exploiting the generation of halenium ion through oxidative process and the protonation of the nitrogen containing function in HF/SbF5, the chlorination and iodination of classically inert Csp2?H bonds of aromatic amines occurs. Furthermore, the superacid-promoted (poly)protonation of the molecules acts as a protection, favoring the late-stage selective halogenation of natural alkaloids and active pharmaceutical ingredients.
Regioselective electrophilic trifluoromethylation of substituted anilines and derivatives in superacid
Debarge, Sébastien,Violeau, Bruno,Bendaoud, Nohair,Jouannetaud, Marie-Paule,Jacquesy, Jean-Claude
, p. 1747 - 1750 (2007/10/03)
In a one pot procedure, treatment of chloro or methyl substituted acetanilides in HF/SbF5/CCl4 followed by addition of HF/pyridine yields trifluoromethyl derivatives with high regioselectivity.
Direct Perfluoroalkylation Including Trifluoromethylation of Aromatic with Perfluoro Carboxylic Acids Mediated by Xenon Difluoride
Tanabe, Yoo,Matsuo, Noritada,Ohno, Nobuo
, p. 4582 - 4585 (2007/10/02)
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