18708-46-8Relevant articles and documents
A PROCESS FOR THE PREPARATION OF 4-CYANOBENZOYL CHLORIDES
-
Page/Page column 11, (2021/10/22)
The present invention relates to a process for the preparation of 4-cyanobenzoyl chlorides of formula I through reaction of compounds of formula II with a chlorinating agent.
Selective monoterpene-like cyclization reactions achieved by water exclusion from reactive intermediates in a supramolecular catalyst
Hart-Cooper, William M.,Clary, Kristen N.,Toste, F. Dean,Bergman, Robert G.,Raymond, Kenneth N.
, p. 17873 - 17876 (2013/01/15)
A polyanionic supramolecular assembly (1) is shown to catalytically cyclize the monoterpene citronellal and two homologues. In contrast to cyclization in acidic aqueous solution, the hydrophobic interior of 1 prevents the capture of reactive intermediates by water. This effect was also observed in the gold-catalyzed cycloisomerization of an enyne. Due to the steric confinement of the catalyst's interior, Prins cyclizations in 1 proceed cleanly both for substrates containing and lacking gem-dimethyl substitution. Encapsulation in 1 consequently imposes a degree of mechanistic control that, similar to enzyme catalysis, is not observed in bulk aqueous solution.
KINETICS AND MECHANISM OF THE REACTION OF CARBOXYLIC ACIDS WITH THIONYL CHLORIDE IN THE PRESENCE OF DIMETHYLFORMAMIDE
Vulakh, E. L.,Ivanova, V. M.,Nemleva, S. A.
, p. 620 - 627 (2007/10/02)
A study was carried out on the reaction of carboxylic acids with thionyl chloride in the presence of dimethylformamide.Correlation analysis of a reaction series of substituted benzoic acids with thionyl chloride indicated that this reaction is electrophilic in nature.The ionic complex of dimethylformamide and thionyl chloride reacts rapidly with the carboxylic acid to release hydrogen chloride and form the chloride of the mixed anhydride of thiodimethyliminium and the carboxylic acid, which undergoes rearrangement in the rate-limiting step to regenerate the catalyst and liberate the acid chloride and sulfur dioxide.