17798-15-1Relevant academic research and scientific papers
A phosphonium ylide as a visible light organophotoredox catalyst
Toda, Yasunori,Tanaka, Katsumi,Matsuda, Riki,Sakamoto, Tomoyuki,Katsumi, Shiho,Shimizu, Masahiro,Ito, Fuyuki,Suga, Hiroyuki
supporting information, p. 3591 - 3594 (2021/04/14)
A phosphonium ylide-based visible light organophotoredox catalyst has been designed and successfully applied to halohydrin synthesis using trichloroacetonitrile and epoxides. An oxidative quenching cycle by the ylide catalyst was established, which was confirmed by experimental mechanistic studies.
Use of trichloroacetonitrile as a hydrogen chloride generator for ring-opening reactions of aziridines
Toda, Yasunori,Matsuda, Riki,Gomyou, Shuto,Suga, Hiroyuki
, p. 3825 - 3829 (2019/04/17)
Regioselective ring-opening reactions of 2-aryl-N-tosylaziridines are described, in which hydrogen chloride is generated by photodegradation of trichloroacetonitrile. HCl adducts are obtained in high yields in 1,4-dioxane, whereas methanol adducts are pre
A versatile metal-free intermolecular aminochlorination of alkenes
Martínez, Claudio,Mu?iz, Kilian
supporting information, p. 205 - 211 (2014/03/21)
New reaction conditions for the rapid and productive intermolecular aminochlorination reaction of alkenes using a combination of chloramine-T and a Br?nstedt acid are described. Upon simple protonation of chloramine-T, conditions for a mild and selective aminochlorination are obtained. In addition, the reaction can proceed to form either of the two possible regioisomers, depending on whether a stoichiometric amount of such an acid activator or acetic acid is used as solvent. The reaction is operative for all different classes of alkenes. A total of over 50 examples is presented to illustrate this concept.
An efficient method for opening N -tosylaziridines with silylated nucleophiles by using polystyrene-supported 1,5,7-triazabicyclo[44.0]dec-5-ene as a reusable organocatalyst
Matsukawa, Satoru,Tsukamoto, Kumiko,Yasuda, Shiori,Harada, Takeru
supporting information, p. 2959 - 2965 (2013/11/06)
Polystyrene-supported 1,5,7-triazabicyclo[4.4.0]dec-5-ene (PS-TBD) catalyzes the ring opening of N-tosylaziridines with trimethylsilyl cyanide, trimethylsilyl azide, or trimethylsilyl halides to give the corresponding products in high yields. PS-TBD can b
Hydrated nickel (II) halides mediated ring opening reaction with N-tosylaziridines
Zhang, Wan Xuan,Hu, Wei Gang,Su, Li,Liu, Li Qin
scheme or table, p. 285 - 288 (2012/05/05)
An efficient and water tolerant method for the synthesis of β-haloamines is described utilizing hydrated nickel (II) halides (NiX 2·nH2O X = Cl, Br, I) and aziridines as starting materials. N-Tosylaziridines reacted with NiCl2/
Catalytic asymmetric chloroamination reaction of α,β-Unsaturated γ-keto esters and chalcones
Cai, Yunfei,Liu, Xiaohua,Jiang, Jun,Chen, Weiliang,Lin, Lili,Feng, Xiaoming
supporting information; scheme or table, p. 5636 - 5639 (2011/06/18)
Highly efficient catalytic chloroamination reaction of α,β- unsaturated γ-keto esters and chalcones has been developed via a chloronium-based mechanism to deliver anti-regioselective vicinal chloroamines instead of the aziridinium intermediates delivered
A one-pot β-chloro-N′-tosylamidination of olefins with chloramine-T
Murali, Annamalai,Sen, Suman Kumar,Baskaran, Sundarababu
experimental part, p. 1771 - 1776 (2011/07/30)
A new method for the direct synthesis of β-chloro-N′- tosylamidines from olefins using chloramine-T and trifluoromethanesulfonic acid is described. Georg Thieme Verlag Stuttgart - New York.
Addition reactions of chloro- Or iodomethyllithium to imines. Synthesis of enantiopure aziridines and β-chloroamines
Concellon, Jose M.,Rodriguez-Solla, Humberto,Bernad, Pablo L.,Simal, Carmen
supporting information; experimental part, p. 2452 - 2459 (2009/07/18)
We report a novel, simple, and efficient synthesis of aziridines and l-chloroalkan-2-amines by the reaction of imines derived from various aldehydes and p-toluenesulfonamide or benzenesulfonamide with iodoor chloromethyllithium, respectively. Both halogenated anions were generated in situ by treatment of diiodo- or chloroiodomethane with methyllithium at -78 or 0 °C. The reaction of in situ generated iodoor chloromethyllithium could also be performed from chiral 2-aminoaldimines to yield enantiopure aziridines or (2S,3S)-2,3-diamino- l-chloroalkanes with high stereoselectivity.
Transition-metal-free intermolecular amination of sp3 C-H bonds with sulfonamides
Fan, Renhua,Li, Weixun,Pu, Dongming,Zhang, Li
supporting information; scheme or table, p. 1425 - 1428 (2009/10/06)
An efficient transition-metal-free intermolecular benzylic amidation with sulfonamides is described. Various valuable nitrogen-containing compounds, including amines, β-chloro amine, amino alcohol, α-, β-amino ester, and N-sulfonyl imine, are generated fr
Unprecedented CO2-promoted aminochlorination of olefins with Chloramine-T
Minakata, Satoshi,Yoneda, Yoshimi,Oderaotoshi, Yoji,Komatsu, Mitsuo
, p. 967 - 969 (2007/10/03)
A new synthetic procedure for the aminochlorination of olefins for the synthesis of vicinal chloroamine derivatives using a combination of Chloramine-T and carbon dioxide is described. The method can be applied to a variety of olefins, including an electr
