14070-51-0Relevant articles and documents
N-chlorosaccharin as a possible chlorinating reagent: structure, chlorine potential, and stability in water and organic solvents.
Dawn,Pitman,Higuchi,Young
, p. 955 - 959 (1970)
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Lewis Acid-Catalyzed Asymmetric Selenocyanation of β-Ketoesters with N-Selenocyanatosaccharin
Wu, Di,Qiu, Jiashen,Li, Chengqiu,Yuan, Lexia,Yin, Hongquan,Chen, Fu-Xue
, p. 934 - 941 (2020)
The first electrophilic asymmetric selenocyanation has been achieved in the presence of Ni(OTf)2 and (R,R)-DBFOX/Ph using N-selenocyanatosaccharin as the new selenocyanation reagent. Thus, a series of α-selenocyanato-β-keto esters were synthesized with high yields (up to 99%) and good ee values (up to 92% ee). The readily preparation of the reagent and high enantioselectivity make this methodology much practical for the synthesis of chiral selenocyanates.
N-Thiocyanatosaccharin: A "sweet" Electrophilic Thiocyanation Reagent and the Synthetic Applications
Wu, Di,Qiu, Jiashen,Karmaker, Pran Gopal,Yin, Hongquan,Chen, Fu-Xue
, p. 1576 - 1583 (2018/02/09)
N-Thiocyanatosaccharin (R1) was readily prepared from the sweet additive Saccharin in two steps with a 71% overall yield. By applying this new reagent to diverse nucleophiles such as benzothiophenes, indoles, oxindoles, aromatic amines, phenols, β-keto carbonyl compounds, and aromatic ketones, a novel electrophilic thiocyanation reaction was achieved with high yields (up to 99%). The potential recycling of Saccharin, the wide scope of substrates, and the mild reaction conditions made this protocol much more practical.
Preparation of N‐trifluoromethylthiosaccharin: A shelf‐stable electrophilic reagent for trifluoromethylthiolation
Zhu, Jiansheng,Xu, Chunhui,Xu, Chunfa,Shen, Qilong
, (2018/12/12)
Procedures yielding N‐chlorosaccharin (2) as a white powder, tris‐silver (I) trifluoromethanethiolate (3) as an off‐white solid, and N‐trifluoromethylthiosaccharin (4) as a white solid are presented. The chapter concludes with a discussion on trifluoromethylthio group as one of the most “sought‐after” fluoroalkyl groups, owing to its high lipophilicity.
