Microwave‐Assisted Formylations of Weakly Basic Anilines with Methyl Formate Catalyzed by Calcium and Hydrogen Triflimides

Abstract

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

Electrochemical single-step N-acylation and S-cyclization synthesis of thiazolimide via radical process

“…22 In a circular channel, electrons move from the anode to the cathode to achieve reaction without the requirement of external oxidizing or reducing agents, 23 or the use of harsh conditions, 24 which is in line with the principles of sustainable synthesis. 25 Early in 1974, Tabaković et al synthesized 2-phenylbenzothiazole using an intramolecular electrochemistry method forming the C–S bond on thiobenzidine. This group later extended their work, reporting electrochemically prepared 1,3-thiazole derivatives as shown in (Fig.…”

Iron‐Catalyzed N, N‐formyl Ethylation of Amines

“…Due to their wide range of applications, novel methods for the synthesis of N ‐formamides are of great interest. The formylation of amines is usually performed by the reaction of the amine with formic acid or its derivatives [14–17] . To access formamides, different methods have been established in the literature via the N ‐formylation of amines [18] .…”

“…The formylation of amines is usually performed by the reaction of the amine with formic acid or its derivatives. [14][15][16][17] To access formamides, different methods have been established in the literature via the N-formylation of amines. [18] Moreover, many strategies have been developed for the synthesis of N-formyl amines using orthoesters.…”

[PVP‐SO3H] HSO4: An Efficient Polymeric Solid Acid Catalyst for the Formylation and N‐Boc Protection Reactions

“…Formamides, in addition to playing a medicinal role, play an important role as reagents for the Vilsmeier–Haack reaction, formamidines and isocyanates synthesis, as intermediates in the synthesis of dyes and fragrances and in agriculture as pesticides . Also, formamides employed as the major protecting groups of amines in peptide synthesis because the deprotection process can selectively take place in the presence of acetate or other ester protective groups . There are different methods for the protection of amines and alcohols in the form of formylation in the presence of various catalysts such as TiO 2 ‐P 25 , γ‐Fe 2 O 3 @HAp‐SO 3 H, HCOONa, CO 2 and Ph 2 SiH 2 , CO 2 /PhSiH 3 /TBAF, Silica sulfuric acid, HClO 4 –SiO 2 , Al (HSO 4 ) 3 and Silphos [PCl 3 ‐nSiO 2 ) n ] …”