53602-19-0Relevant academic research and scientific papers
Solvent-free Synthesis and Properties of Functionalized Hydrazines and Bishydrazines as Energetic Ingredients for Propulsion Applications
Eymann, John,Dhenain, Anne,Joucla, Lionel,Jacob, Guy,Lac?te, Emmanuel,Darwich, Chaza
supporting information, p. 4347 - 4357 (2020/11/30)
Functionalized hydrazines and bishydrazines are interesting straightforward precursors for accessing higher nitrogenated compounds. They offer structural diversity and promising energetic properties as well, namely for propulsion applications. A novel and
Rapid Assembly of Saturated Nitrogen Heterocycles in One-Pot: Diazo-Heterocycle “Stitching” by N–H Insertion and Cyclization
Boddy, Alexander J.,Affron, Dominic P.,Cordier, Christopher J.,Rivers, Emma L.,Spivey, Alan C.,Bull, James A.
supporting information, p. 1458 - 1462 (2019/01/04)
Methods that provide rapid access to new heterocyclic structures in biologically relevant chemical space provide important opportunities in drug discovery. Here, a strategy is described for the preparation of 2,2-disubstituted azetidines, pyrrolidines, pi
Reaction of N-alkyl azetidines with triphosgene
Menguy, Laurence,Drouillat, Bruno,Couty, Fran?ois
, p. 6625 - 6628 (2015/11/09)
N-Alkyl azetidines react with triphosgene (BTC) following two possible pathways: N-alkyl ring scission or ring cleavage, to give cyclic or acyclic N-carbamoyl chlorides. Predominance of one pathway over the other is governed by the nature of the substituents on the azetidine ring and on the nitrogen atom as well as by the relative stereochemistry of the ring substituents, and is examined in detail. Some azetidines were identified for their privileged reaction pathway, leading to new functionalized building blocks that were further elaborated into five- or six-membered urea or into azetidinic urea.
Repairing the thiol-ene coupling reaction
Povie, Guillaume,Tran, Anh-Tuan,Bonnaffe, David,Habegger, Jacqueline,Hu, Zhaoyu,Le Narvor, Christine,Renaud, Philippe
supporting information, p. 3894 - 3898 (2014/05/06)
Thiol-ene coupling (TEC) reactions emerged as one of the most useful processes for coupling different molecular units under reaction mild conditions. However, TEC reactions involving weak C-H bonds (allylic and benzylic fragments) are difficult to run and often low yielding. Mechanistic studies demonstrate that hydrogen-atom transfer processes at allylic and benzylic positions are responsible for the lack of efficiency of the radical-chain process. These competing reactions cannot be prevented, but reported herein is a method to repair the chain process by running the reaction in the presence of triethylborane and catechol. Under these reaction conditions, a unique repair mechanism leads to an efficient chain reaction, which is demonstrated with a broad range of anomeric O-allyl sugar derivatives including mono-, di-, and tetrasaccharides bearing various functionalities and protecting groups. In good repair: Undesired hydrogen-atom transfers are responsible for the lack of efficiency in thiol-ene coupling reactions involving allyl glycosides. This competing reaction cannot be prevented but can be very efficiently repaired by carrying out the reaction in the presence of triethylborane and catechol.
PEPTIDYL DERIVATIVES AS METALLOPROTEINASE INHIBITORS
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, (2008/06/13)
Peptidyl derivatives are disclosed that are orally active metalloproteinase inhibitors. The peptidyl derivatives have a selective gelatinase action, have a long duration of action, and are useful in the prophylaxis or treatment of diseases or disorders in which stromelysis, collagenase or gelatinase have a role, for example, in the treatment of cancer to control the development of tumor metastases.
