54064-36-7Relevant academic research and scientific papers
Synthesis of Branched Tryptamines via the Domino Cloke-Stevens/Grandberg Rearrangement
Salikov, Rinat F.,Trainov, Konstantin P.,Levina, Anastasia A.,Belousova, Irina K.,Medvedev, Michael G.,Tomilov, Yury V.
, p. 790 - 795 (2017)
The rearrangement of cyclopropylketone arylhydrazones generated in situ from arylhydrazine hydrochlorides and ketones leads to formation of tryptamine derivatives. The use of (2-arylcyclopropyl)ethanones in the reactions with model 4-bromophenylhydrazine hydrochloride gives branched tryptamines with aryl groups in the α-position to the amino group, while (2-methylcyclopropyl)ethanone gives a mixture of α- and β-substituted products in a ratio of 1:3. The method was found effective in the synthesis of enantiomerically pure tryptamine. Thus, (R,R)-(2-phenylcyclopropyl)ethanone gives the (S)-α-phenyltryptamine derivative with an enantiomeric excess over 99%.
Novel synthesis of substituted cyclopropane acetic acid ethyl esters from cyclopropyl alkyl ketones
Nongkhlaw, Rishan Lang,Nongrum, Ridaphun,Nongkynrih, Irona,Vattakunnel, Felix Mathew,Myrboh, Bekington
, p. 1054 - 1057 (2007/10/03)
The cyclopropane acetic acid ethyl esters 2 have been conveniently prepared in one step from cyclopropyl alkyl ketones 1 by reacting with lead (IV) acetate in triethyl orthoformate in the presence of 70% perchloric acid. In all these reactions triethyl or
