Cycloheptanone

Abstract

Cycloheptanone reactant: 245.5 g. (258.5 ml., 2.5 moles) of redistilled cyclohexanone intermediate: sodium salt of 1‐(nitromethyl)cyclohexanol intermediate: 1‐(aminomethyl)cyclohexanol product: cycloheptanone reactant: Nitromethane intermediate: acetic acid salt of 1‐(aminomethyl)cyclohexanol

Collective Total Synthesis of Aspidofractinine Alkaloids through the Development of a Bischler–Napieralski/Semipinacol Rearrangement Reaction

“…Thus, 11 a was treated with diazomethane prepared in situ from N-nitroso-N-methyl-4toluenesulfonamide in the presence of KOH to provide bicyclo [2.2.2]octanone 9 a in 69 % yield along with an iterative homologation product 17 in 10 % yield (Scheme 3). [9] Our initial efforts focused on introducing the remaining quaternary center by means of direct CÀH functionalization. Unfortunately, commonly used strategies such as directed lithiation, intramolecular carbene insertion, and intramolecular HAT/addition process of various derivatives of 9 a all proved fruitless, [10] indicating the extreme inertness of the C20 bridgehead C À H bond for chemical transformations.…”

Synthesis of the Novel 3-Benzotriazole-5-yl difluoromethyl-5-trifluoromethyl benzotriazole Nucleosides

“…After the reaction mixture has cooled, the catalyst is separated from the reaction mixture by filtration through a Büchner funnel. The alcohol and water are removed by distillation, and the product was purified by flash column chromatography (silica gel 100 g, chloroform /ethyl acetate 90: 10) to give 3.3 g (Ayyangar et al, 1984;Dauben et al, 1963 andAllen &James, 1955 C,47.73;H,4.01;F,23.36;N,15.90;(%);Found: C,47.13;H,3.99;F,23.04;N,15.10 (%).…”