99477-35-7Relevant academic research and scientific papers
A New Preparation of Ketenes for Intramolecular Cycloaddition
Brady, William T.,Marchand, Alan P.,Giang, Y. Frank,Wu, An-Hsiang
, p. 395 - 396 (1987)
A new preparation of ketenes for intramolecular cycloadditions involves a one-pot synthesis from the appropriate carboxylic acid to the ketene cycloaddition product.A tosylate leaving group rather than the conventional halide ion provides several advantag
Intramolecular Ketene Cycloadditions. Synthesis of Isoflavones and 3-Aroylbenzofurans
Brady, William T.,Gu, Yi-Qi
, p. 1353 - 1356 (2007/10/02)
The conversion of 2-(carboxyalkoxy)benzils to the corresponding phenoxyketenes to an intramolecular ketene cycloaddition to ultimately yield isoflavones and/or 3-aroylbenzofurans.The ketenes may be generated by the classical dehydrochlorination of the acid chloride or by using Perkin reaction conditions, sodium acetate in refluxing acetic anhydride.The initial cycloaddition products are the corresponding β-lactones, which may decarboxylate to the isolated isoflavones and/or 2-aroylbenzofurans.The product distributions are dependent upon the substitution pattern in the orginal benzil acids.
Intramolecular Cycloadditions of Ketene Iminium Salts to Carbon-Carbon Double Bonds
Brady, William T.,Giang, Yun-Seng F.,Weng, Lingling,Dad, Mohammad M.
, p. 2216 - 2220 (2007/10/02)
Intramolecular cycloadditions of ketene iminium salts with carbon-carbon double bonds are compared with the corresponding intramolecular ketene cycloadditions.The ketene cycloaddition process provides better yields than the ketene iminium salt
Intramolecular (2 + 2) Cycloadditions of Phenoxyketenes
Brady, William T.,Giang, Y. Frank
, p. 5177 - 5179 (2007/10/02)
The intramolecular (2 + 2) cycloaddition of phenoxyketenes to alkenyl groups provides an efficient route to polycyclic cyclobutanones. (o-Vinylphenoxy)- and (o-allylphenoxy)ketenes were prepared from the corresponding acid chlorides by treatment with trie
