87102-73-6Relevant articles and documents
METHOD AND REAGENT FOR DEOXYFLUORINATION
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Paragraph 0111-0112; 0114-0115; 0117, (2021/05/29)
A safe, simple, and selective method and reagent for deoxyfluorination is disclosed. With the method and reagent disclosed herein, organic compounds such as carboxylic acids, carboxylates, carboxylic acid anhydrides, aldehydes, and alcohols can be fluorinated by using the most common nucleophilic fluorinating reagents and electron deficient fluoroarenes as mediators under mild conditions, giving corresponding fluoroorganic compounds in excellent yield with a wide range of functional group compatibility and easy product purification. For example, directly utilizing KF for deoxyfluorination of carboxylic acids provides the most economical and the safest pathway to access acyl fluorides, key intermediates for syntheses of peptide, amide, ester, and dry fluoride salts.
Deoxyfluorination of Carboxylic Acids with KF and Highly Electron-Deficient Fluoroarenes
Mao, Siyu,Kramer, Jordan H.,Sun, Haoran
, p. 6066 - 6074 (2021/05/29)
A deoxyfluorination reaction of carboxylic acids using potassium fluoride (KF) and highly electron-deficient fluoroarenes is reported here, giving acyl fluorides in moderate to excellent yield (57-92% based on NMR integration and 34-95% for isolated examples).
Low-Resolution Microwave Studies of Substituted Ethyl- and Isopropylbenzenes
True, Nancy S.,Farag, Maya, S.,Bohn, Robert K.,MacGregor, Malcolm A.,Radhakrishnan, J.
, p. 4622 - 4627 (2007/10/02)
A single conformation exists in ethylbenzenes with the ethyl C-C bond lying in a plane orthogonal to the benzene ring.This conclusion results from the observation that asymmetrically substituted ethylbenzenes each display only a single band series in low-resolution microwave (LRMW) spectra whereas any other conformation of the ethylphenyl fragment would result in two spectroscopically distinguishable species.LRMW spectra of isopropylbenzene derivatives display three spectroscopically distinguishable band series, two of which correspond to the conformation with the methine C-H bond eclipsed with the benzene ring and syn or anti with respect to an unsymmetrical phenyl substituent.The third series is much more intense, has a B + C value which is the average of the syn and anti forms, and is consistent with the superposition of spectra of torsionally excited species.