35293-51-7Relevant academic research and scientific papers
N -Thiocyanato-dibenzenesulfonimide: A new electrophilic thiocyanating reagent with enhanced reactivity
Li, Chengqiu,Long, Pingliang,Wu, Haopeng,Yin, Hongquan,Chen, Fu-Xue
supporting information, p. 7131 - 7134 (2019/08/07)
A novel electrophilic thiocyanating reagent, N-thiocyanato-dibenzenesulfonimide, was prepared and exhibited enhanced electrophilicity with a wide scope of substrates. Thus, it reacted with activated aromatics such as phenols, indoles, anilines and anisoles without a catalyst giving the corresponding thicyanate derivatives in high yields, while TfOH for unactivated arenes and hetero aromatics and Zn(OTf)2 for ketones was used as the catalyst, respectively. It is noteworthy that internal alkenes and styrenes were bifunctionalized giving 1,2-amino thiocyanates in high yields.
An efficient method for thiocyanation of aromatic and heteroaromatic compounds using cyanuric chloride and ammonium thiocyanate under conventional and nonconventional conditions
Venkanna,Rajanna,Kumar, M. Satish,Venkateswarlu,Ali, M. Moazzam
, p. 237 - 240 (2016/01/20)
Highly efficient thiocyanation of aromatic and heteroaromatic compounds has been accomplished by using cyanuric chloride (NCCl)3/NH4SCN in dichloromethane under conventional and ultrasonic-assisted conditions. Sonicated reactions rea
Efficient and novel method for thiocyanation of aromatic compounds using trichloroisocyanuric acid/ammonium thiocyanate/wet SiO2
Akhlaghinia, Batool,Pourali, Ali-Reza,Rahmani, Marzieh
experimental part, p. 1184 - 1191 (2012/04/04)
An efficient and novel method for thiocyanation of aromatic and heteroaromatic compounds using trichloroisocyanuric acid/ammonium thiocyanate/wet SiO2 is described. Copyright Taylor & Francis Group, LLC.
Iodonium Cyclophanes for SECURE Arene Functionalization
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Page/Page column 26, (2011/08/08)
This disclosure relates to compounds, reagents, and methods useful in the synthesis of aryl fluorides, for example, in the preparation of 18F labeled radiotracers. For example, this disclosure provides universal “locked” aryl substituents that result in StereoElectronic Control of Unidirectional Reductive Elimination (SECURE) from diaryliodonium salts. The reagents and methods provided herein may be used to access a broad range of compounds, including aromatic compounds, heteroaromatic compounds, amino acids, nucleotides, and synthetic compounds.
Regiospecific reductive elimination from diaryliodonium salts
Wang, Bijia,Graskemper, Joseph W.,Qin, Linlin,DiMagno, Stephen G.
supporting information; experimental part, p. 4079 - 4083 (2010/08/07)
(Figure Presented) Out-of-plane steric bulk furnished by a cyclophane substituent on iodine(III) strongly destabilizes the transition state in the reductive elimination from diaryliodonium salts and leads to regiochemical control (dubbed SECURE), as is demonstrated by computational and experimental studies. This approach should be general for high-valent maingroup and transition metal ions. X=N3, OAc, PhO, CF3CH2O, SCN, PhS.
Novel process for generating useful electrophiles from common anions using Selectfluor fluorination agent
Syvret, Robert G.,Butt, Kathleen M.,Nguyen, Tung P.,Bulleck, Victoria L.,Rieth, Ryan D.
, p. 4487 - 4493 (2007/10/03)
In the present work, the electrophile equivalents C1+, Br+, SCN+, and NO2+ are generated from their respective sodium, potassium, and in some cases ammonium salts (M+X-) by reaction with Selectfluor electrophilic fluorination agent in acetonitrile solution at room temperature. These generated electrophilic species subsequently react in situ with a variety of aromatic substrates containing one or more substituent groups including H, F, C1, CH3, COOH, C(O)CH3, NO2, and OR′ and NR′R″ where R′ and R″ are H or CH3. The resulting substitution products are, in most cases, isolable as pure compounds in high yield. Variations in the process include the use of other anions, electrophilic fluorination agents, and solvents.
Process for generating electrophiles from anions by reaction with electrophilic fluorinating agent
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, (2008/06/13)
A process includes substituting a substituent on a substrate. The process includes reacting a salt of an anionic form of the substituent with an electrophilic fluorination agent to provide an electrophile containing a cationic form of the substituent. The electrophile is then electrophilically substituted on the substrate. In some aspects of the process, the substrate can be an aromatic or a non-aromatic. The process can be used for a variety of reactions having electrophilic mechanisms, including halogenation, thiocyanation and nitration.
Facile Synthesis of Thiocyanate Using Trimethylsilyl Cyanide
Kagabu, Shinzo,Maehara, Masaki,Sawahara, Keisuke,Saito, Katsuhiro
, p. 1485 - 1486 (2007/10/02)
Arenethiocyanate can be prepared by reaction of trimethylsilyl cyanide with sodium arenesulphinate or arenesulphonyl chloride.
