946826-75-1Relevant academic research and scientific papers
Flow Electrosynthesis of Sulfoxides, Sulfones, and Sulfoximines without Supporting Electrolytes
Amri, Nasser,Wirth, Thomas
, p. 15961 - 15972 (2021)
An efficient electrochemical flow process for the selective oxidation of sulfides to sulfoxides and sulfones and of sulfoxides toN-cyanosulfoximines has been developed. In total, 69 examples of sulfoxides, sulfones, andN-cyanosulfoximines have been synthesized in good to excellent yields and with high current efficiencies. The synthesis was assisted and facilitated through a supporting electrolyte-free, fully automated electrochemical protocol that highlights the advantages of flow electrolysis.
Access to N-cyanosulfoximines by transition metal-free iminations of sulfoxides
Dannenberg,Fritze,Krauskopf,Bolm
supporting information, p. 1086 - 1090 (2017/02/10)
A transition metal-free synthesis of N-cyanosulfoximines from sulfoxides using N-chlorosuccinimide (NCS) as oxidising agent and cyanamide as nucleophilic amine source is reported. The products are obtained in moderate to excellent yields. The protocol enables an easy access to N-cyanosulfoximines from readily available starting materials under inversion of configuration at a preexisting stereogenic center.
Copper-catalyzed N-cyanation of sulfoximines by AIBN
Teng, Fan,Yu, Jin-Tao,Zhou, Zhou,Chu, Haoke,Cheng, Jiang
, p. 2822 - 2826 (2015/03/18)
The direct copper-catalyzed N-cyanation of sulfoximines was achieved by using AIBN as a safe cyanide source. It represents a simple and environmentally benign procedure for the construction of the N-CN bond. Furthermore, some sec-amines can also be tolera
N-Imidazolylation of Sulfoximines from N-Cyano Sulfoximines, 1-Alkynes, and N-Sulfonyl Azides
Kim, Sanghyuck,Kim, Ji Eun,Lee, Jinsub,Lee, Phil Ho
supporting information, p. 3707 - 3717 (2016/01/25)
The rhodium-catalyzed N-imidazolylation of N-sulfonyl-1,2,3-triazoles with a variety of N-cyano sulfoximines has been developed for the synthesis of N-imidazolyl sulfoximines via elimination of molecular nitrogen. Copper-catalyzed [3+2] cycloaddition followed by rhodium-catalyzed N-imidazolylation from 1-alkynes, N-sulfonyl azides, and N-cyano sulfoximines is also demonstrated for the synthesis of N-imidazolyl sulfoximines in a one-pot procedure.
Radical N-cyanation of sulfoximine through acetonitrile C-CN cleavage
Hu, Weiming,Teng, Fan,Peng, Haibo,Yu, Jintao,Sun, Song,Cheng, Jiang,Shao, Ying
supporting information, p. 7056 - 7058 (2015/11/27)
A new strategy for the N-cyanation of sulfoximine via radical process has been developed, leading to the desired products in moderate to excellent yields with good functional group tolerance. This procedure provided an alternative pathway to C-CN bond act
Metal-free synthesis of N -cyano-substituted sulfilimines and sulfoximines
Pandey, Ankur,Bolm, Carsten
experimental part, p. 2922 - 2925 (2010/10/21)
Starting from the corresponding sulfides, N-cyano sulfoximines can easily be accessed under metal-free conditions via the corresponding N-cyano-substituted sulfilimines. The reaction sequence involves a sulfide imination with cyanogen amide in presence of a base and N-bromosuccinimide (NBS) followed by an m-chloroperoxybenzoic acid (MCPBA) mediated oxidation of the resulting sulfilimine intermediates.
Synthesis of N-(1H)-tetrazole sulfoximines
Mancheno, Olga Garcia,Bolm, Carsten
, p. 2951 - 2954 (2008/02/09)
N-(1H)-Tetrazole sulfoximines are readily available by addition of sodium azide to the corresponding N-cyano derivatives in the presence of ZnBr 2. The use of these N-(1H)-tetrazoles as intermediates in the synthesis of other N-heterocyclic sulfoximines is demonstrated.
Iodinane- and metal-free synthesis of N-cyano sulfilimines: Novel and easy access of NH-sulfoximines
Mancheno, Olga Garcia,Bistri, Olivia,Bolm, Carsten
, p. 3809 - 3811 (2008/02/12)
The synthesis of W-cyanosulfilimines can readily be achieved by reaction of the corresponding sulfides with cyanogen amine in the presence of a base and NBS or l2 as halogenating agents. Oxidation followed by C-N bond cleavage affords synthetically useful WH-free sulfoximines.
