78376-99-5Relevant articles and documents
Fluoroalkyl-substituted cyclopropane derivatives: Synthesis and physicochemical properties
Grygorenko, Oleksandr O.,Chernykh, Anton V.,Olifir, Oleksandr S.,Kuchkovska, Yuliya O.,Volochnyuk, Dmitriy M.,Yarmolchuk, Vladimir S.
, p. 12692 - 12702 (2020/11/10)
A series of all 12 cis- and trans-cyclopropanecarboxylic acids and cyclopropylamines bearing CH2F, CHF2, and CF3 substituents were synthesized by different methods on a multigram scale. Dissociation constants (pKa) and log P values were measured for the o
An efficient and safe method for the multigram synthesis of trans -2-(trifluoromethyl)cyclopropylamine
Yarmolchuk, Vladimir S.,Bezdudny, Andrii V.,Tolmacheva, Nataliya A.,Lukin, Oleg,Boyko, Alexander N.,Chekotylo, Alexey,Tolmachev, Andrei A.,Mykhailiuk, Pavel K.
experimental part, p. 1152 - 1154 (2012/06/04)
trans-2-(Trifluoromethyl)cyclopropylamine was prepared on a multigram scale from readily accessible 4,4,4-trifluorobut-2-enoic acid in five steps. The key step was a high-yielding cyclopropane ring formation from 4,4,4-trifluorobut-2- enoic acid methoxymethyl amide under Corey-Chaykovsky reaction conditions. Georg Thieme Verlag Stuttgart New York.
Regioselectivity in the Ring Opening of 2-Alkylcyclopropylmethyl Radicals: the Effect of Electronegative Substituents
Ratier, Max,Pereyre, Michel,Davies, Alwyn G.,Sutcliffe, Roger
, p. 1907 - 1916 (2007/10/02)
The regioselectivity of the ring-opening of the trans-2-alkylcyclopropylmethyl radical A to give the primary alkyl radicals B, or the secondary alkyl radicals C, has been investigated, where the groups R and/or CXY carry electronegative substituents.All these reactions gave principally the secondary alkyl radicals C, whereas, in the absence of electronegative substituents, ring-opening occurs in favour of the primary alkyl radicals B.This regioselectivity is interpreted in terms of the frontier orbital interactions which are involved.