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Microwave‐Assisted Formylations of Weakly Basic Anilines with Methyl Formate Catalyzed by Calcium and Hydrogen Triflimides
Author(s) -
Tan Eric,
Ung Sosthène,
Corbet Matthieu
Publication year - 2016
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201600226
Subject(s) - chemistry , catalysis , formylation , methyl formate , formic acid , calcium , trifluoromethanesulfonate , triflic acid , hydrogen , solvent , organic chemistry , formate , methanol , combinatorial chemistry
Catalytic amounts of calcium and hydrogen triflimides [Ca(NTf 2 ) 2 , HNTf 2 ] were found to be efficient for the solvent‐free formylation of a variety of weakly basic anilines by using cheap and widely available methyl formate as the formylating agent under microwave irradiation. Initial investigations showed that in the case of calcium triflimide, Brønsted acid catalysis was most likely operating. Remarkably, the corresponding calcium triflate and triflic acid were significantly less active.