68520-21-8Relevant academic research and scientific papers
Organosamariums: Preparation using diiodosamarium and reactivity in tetrahydropyran
Hamann-Gaudinet, Beatrice,Namy, Jean-Louis,Kagan, Henri B.
, p. 39 - 47 (1998)
Diiodosamarium prepared in tetrahydropyran reduces allylic, benzylic and alkyl halides at 0 or -15°C to give organosamariums which are stable under these conditions. The reactivity of these organometallics has been explored, showing that they are very sel
Method for preparing deuterated compound through decarboxylation and deuteration of carboxylic acid
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Paragraph 0076; 0078-0079, (2021/06/13)
The invention relates to a method for preparing a deuterated compound through decarboxylation and deuteration of carboxylic acid. According to the method, a carboxylic acid compound is used as a raw material, hydrogen atoms of carboxylate radicals are exc
A mild, general, and metal-free method for site-specific deuteration induced by visible light using D2O as the source of deuterium atoms
Shi, Shuai,Li, Ruining,Rao, Liangming,Sun, Zhankui
supporting information, p. 669 - 672 (2020/02/21)
A radical deuteration procedure using D2O as the source of deuterium atoms is strongly preferred in terms of mildness, sustainability, and cost. Herein, we disclose a radical approach for site-specific, highly efficient and metal-free deuteration using D2O under visible light conditions. This desulfurization-deuteration strategy features mild conditions, broad substrate scope, highly efficient D-incorporation, excellent functional group compatibility, sustainable energy and is hardly affected by substrate steric factors.
Pd(OH)2/C, a Practical and Efficient Catalyst for the Carboxylation of Benzylic Bromides with Carbon Monoxide
Wakuluk-Machado, Anne-Marie,Dewez, Damien F.,Baguia, Hajar,Imbratta, Miguel,Echeverria, Pierre-Georges,Evano, Gwilherm
, p. 713 - 723 (2020/02/04)
A simple, efficient, cheap, and broadly applicable system for the carboxylation of benzylic bromides with carbon monoxide and water is reported. Upon simple reaction with only 2.5 wt % of Pearlman's catalyst and 10 mol % of tetrabutylammonium bromide in tetrahydrofuran at 110 °C for 4 h, a range of benzylic bromides can be smoothly converted to the corresponding arylacetic acids in good to excellent yields after simple extraction and acid-base wash. The reaction was found to be broadly applicable, scalable, and could be successfully extended to the use of ex situ-generated carbon monoxide and applied to the synthesis of the nonsteroidal anti-inflammatory drug diclofenac.
Method for deuterating organic matter
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Paragraph 0022; 0023, (2019/10/01)
The present invention relates to a method of deuterating an organic matter, especially relates to a method of deuterating an organic compound containing a mercapto group or a disulfide bond, and belongs to the technical field of molecular marking. The method of deuterating the organic matter the following steps: dissolving the organic matter in a mixed solvent of an organic solvent and deuterium oxide, adding a phosphine reagent and a free radical initiator, and carrying out a reaction under a light condition for 3-6 h to convert the substrate into a corresponding deuterated product, wherein the organic matter is a thiol, a disulfide or a cysteine-containing polypeptide organic compound. The deuterating method has the characteristics of high deuteration efficiency, good selectivity, good functional group tolerance, high yield, mild reaction conditions, no metals participating in the reaction, wide substrate range and the like, is especially suitable for selectively deuterating the specific position of the carbon chain, and is also suitable for polypeptide substrates.
Barbier/Grignard-type allylation or benzylation mediated by the mischmetall/SmI2(cat.) system
Di Scala, Aurore,Garbacia, Stefania,Helion, Florence,Lannou, Marie-Isabelle,Namy, Jean-Louis
, p. 2989 - 2995 (2007/10/03)
Barbier- and Grignard-type allylation and benzylation have been achieved by the use of samarium diiodide in catalytic amounts together with mischmetall (an alloy of the light lanthanides) as a coreductant. Plausible catalytic schemes are proposed. In addition, organocerium and -lanthanum reagents have been obtained from samarium diiodide catalysed reactions between organic halides and cerium or lanthanum metal, giving a new route to organolanthanoid compounds. It also appears that trivalent benzyl and allyl organometallic compounds of cerium and lanthanum are much more stable than the corresponding samarium ones. Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002.
Generation and reactivity of allylic and benzylic samarium compounds using diiodosamarium in tetrahydropyran
Hamann-Gaudinet, Beatrice,Namy, Jean-Louis,Kagan, Henri B.
, p. 6585 - 6588 (2007/10/03)
Diiodosomarium prepared in THP reduces allylic iodides and bromides at 0 or -15°C to give organosamarium compounds which ore stable under these conditions. These allylic samarium compounds react with many functionalities including the keto group of keto esters. Benzylic samarium compounds were prepared similarly from benzylic bromides.
