84040-29-9Relevant academic research and scientific papers
Acridine Orange Hemi(Zinc Chloride) Salt as a Lewis Acid-Photoredox Hybrid Catalyst for the Generation of α-Carbonyl Radicals
Das, Sanju,De Sarkar, Suman,Mandal, Tanumoy
supporting information, (2021/12/10)
A readily accessible organic-inorganic hybrid catalyst is reported for the reductive fragmentation of α-halocarbonyl compounds. The robust hybrid catalyst is a self-stabilizing combination of ZnCl2 Lewis acid and acridine orange as the photoactive organic dye. Mechanistic specifics of this hybrid catalyst have been studied in detail using both photophysical and electrochemical experiments. A systematic study enabled the discovery of the appropriate Lewis acid for the effective LUMO stabilization of α-halocarbonyl compounds and thereby lowering of reduction potential within the range of a standard organic dye. This strategy resolves the issues like dehalogenative hydrogenation or homo-coupling of alkyl radicals by guiding the photoredox cycle through an oxidative quenching pathway. The cooperativity between the photoactive organic dye and the Lewis acid counterparts empowers functionalization with a wide range of coupling partners through efficient and controlled generation of alkyl radicals and serves as an appropriate alternative to the expensive late transition metal-based photocatalysts. To demonstrate the application potential of this cooperative catalytic system, four different synthetic transformations of α-carbonyl bromides were explored with broad substrate scopes.
Dehalogenative Deuteration of Unactivated Alkyl Halides Using D2O as the Deuterium Source
Xia, Aiyou,Xie, Xin,Hu, Xiaoping,Xu, Wei,Liu, Yuanhong
, p. 13841 - 13857 (2019/10/17)
The general dehalogenation of alkyl halides with zinc using D2O or H2O as a deuterium or hydrogen donor has been developed. The method provides an efficient and economic protocol for deuterium-labeled derivatives with a wide substrate scope under mild reaction conditions. Mechanistic studies indicated that a radical process is involved for the formation of organozinc intermediates. The facile hydrolysis of the organozinc intermediates provides the driving force for this transformation.
Prasugrel defluorinated impurity compound, and preparation method and application thereof
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Paragraph 0031; 0032; 0033, (2016/11/21)
The invention discloses a prasugrel defluorinated impurity compound as shown in a formula (I) which is described in the specification, and a preparation method and application of a defluorinated impurity. Moreover, the invention provides application of the prasugrel defluorinated impurity as a standard reference substance. As the prasugrel defluorinated impurity is applied as a standard reference substance, the product quality of prasugrel can be improved.
Reactivity of an α-Acyl-α-cyclopropyl-carbenium Ion: a Highly Stereoselective Cyclopropylmethyl-Cyclopropylmethyl Rearrangement
Pardo, Claude,Charpentier-Morize, Micheline
, p. 1037 - 1039 (2007/10/02)
The complete stereoselectivity in a cyclopropylmethyl-cyclopropylmethyl rearrangement which has been investigated is rationalized in terms of a highly preferred conformation of the transient α-acyl-α-cyclopropyl-carbenium ion.
