25209-52-3Relevant articles and documents
Stereospecific Electrophilic Fluorocyclization of α,β-Unsaturated Amides with Selectfluor
Fei, Haiyang,Fu, Yao,Jalani, Hitesh B.,Li, Guigen,Lu, Hongjian,Wu, Hongmiao,Xu, Zheyuan,Zhu, Lin
supporting information, (2020/03/30)
An efficient fluorocyclization of α,β-unsaturated amides through a formal halocyclization process is developed. The reaction proceeds under transition-metal-free conditions and leads to the formation of fluorinated oxazolidine-2,4-diones with excellent regio- and diastereoselectivity. The evaluation of the reaction mechanism based on preliminary experiments and density functional theory calculations suggests that a synergetic syn-oxo-fluorination occurs and is followed by an anti-oxo substitution reaction. The reaction opens a new window in the field of stereospecific fluorofunctionalization.
Preparation method of cyclopentolate hydrochloride
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Paragraph 0014; 0048-0050, (2017/05/04)
The invention relates to a preparation method of an M-type cholinoceptor blocker cyclopentolate hydrochloride. The preparation method comprises that phenylacetic acid as an initial raw material and cyclopentanone undergoes a reaction to produce 2-(1-hydroxycyclopentyl)-phenylacetic acid (as intermediate 3), the 2-(1-hydroxycyclopentyl)-phenylacetic acid undergoes a replacement reaction and the reaction product undergoes a salification reaction to produce cyclopentolate hydrochloride. The preparation method can be operated simply, is safe and controllable, has low labor protection demands and is suitable for industrial production.
Kinetics and Mechanism of the Ivanov Reaction: Reaction of Aldehydes and Ketones with Phenylacetic Acit Magnesium Enediolate
Toullec, Jean,Mladenova, Margarita,Gaudemar-Bardone, Francoise,Blagoev, Blagoi
, p. 2563 - 2569 (2007/10/02)
Stopped-flow kinetics of the reaction between aldehydes or ketones and the magnesium enediolate of phenylacetic acid in THF are second order at enediolate concentrations -3 M.At concentrations of 10-3 - 3*10-2 M, the formation of a bis(enediolate) requires a more complex kinetic equation.Second-order rate constans are reported for the reaction of the enediolate with a number of aldehydes and ketones at 25 deg C.Entropies of activation for cyclohexanone, benzaldehyde, 2-methylpropanal, and 2,2-dimethylpropanal are positive, and enthalpy-entropy compensation is observed.Ef fects of cycloalkanone ring size and benzaldehyde substituents are small and are ascribable to a transition state with a very small C-C bond order.A two-step mechanism is proposed, with preequilibrium formation of a coordination intermediate which, in some cases, is accompanied by a change in the magnesium coordination number.Effects of alkyl groups on aldehyde and ketone reactivity stem mainly from steric desolvation.