55542-79-5Relevant academic research and scientific papers
Tert-Butyl Nitrite-Mediated Synthesis of N-Nitrosoamides, Carboxylic Acids, Benzocoumarins, and Isocoumarins from Amides
Yedage, Subhash L.,Bhanage, Bhalchandra M.
, p. 5769 - 5781 (2017/06/07)
This work reports tert-butyl nitrite (TBN) as a multitask reagent for (1) the controlled synthesis of N-nitrosoamide from N-alkyl amides, (2) hydrolysis of N-methoxyamides to carboxylic acids, (3) metal- and oxidant-free benzocoumarin synthesis from ortho-aryl-N-methoxyamides via N-H, C-N, and C-H bond activation, and (4) isocoumarin synthesis using Ru(II)/PEG as a recyclable catalytic system via ortho-C-H activation and TBN as an oxygen source. The sequential functional group interconversion of amide to acid has also been examined using IR spectroscopic analysis. Additionally, this methodology is highly advantageous due to short reaction time, gram scale synthesis, and broad substrate scope.
Synthesis of highly substituted isocoumarins by rhodium-catalyzed annulation of readily available benzoic acids
Unoh, Yuto,Hirano, Koji,Satoh, Tetsuya,Miura, Masahiro
, p. 4454 - 4458 (2013/06/26)
Readily available benzoic acids possessing a number of oxygen-containing group(s) efficiently undergo oxidative coupling with alkynes through regioselective C-H bond cleavage under rhodium catalysis to form highly substituted isocoumarin derivatives. Such isocoumarins are of considerable interest due to their unique biological properties.
Synthesis of 3,4-Diphenylisocoumarins through Acid-catalysed Condensation of Benzoin with Aromatic Acids
Brahmbhatt, Dinker I.,Bhide, Bhasker H.
, p. 889 - 890 (2007/10/02)
3,4-Diphenylisocoumarins (IIa-f) have been prepared by the condensation of substituted benzoic acids (Ia-f) with benzoin in the presence of polyphosphoric acid at 130 deg C.
