70869-03-3Relevant articles and documents
Copper-Catalyzed C-H Fluorination/Functionalization Sequence Enabling Benzylic C-H Cross Coupling with Diverse Nucleophiles
Buss, Joshua A.,Golden, Dung L.,Stahl, Shannon S.,Vasilopoulos, Aristidis
supporting information, (2020/08/24)
Site-selective transformation of benzylic C-H bonds into diverse functional groups is achieved via Cu-catalyzed C-H fluorination with N-fluorobenzenesulfonimide (NFSI), followed by substitution of the resulting fluoride with various nucleophiles. The benzyl fluorides generated in these reactions are reactive electrophiles in the presence of hydrogen-bond donors or Lewis acids, allowing them to be used without isolation in C-O, C-N, and C-C coupling reactions.
Ligand-free iron-catalyzed benzylic C (sp3)-H amination of methylarenes with: N -fluorobenzenesulfonimide
Bao, Fengyu,Cao, Yuanbo,Liu, Wenbo,Zhu, Junhao
, p. 27892 - 27895 (2019/09/30)
Direct conversion of cheap methylarenes to benzylic amines, which are essential structural units of important drugs, is of great significance. However, the known methodologies suffer from the requirement of noble metal catalysts, heavy metal residues or s
Direct amination of benzyl C-H of methyl aromatic compound under iron catalysis
-
Paragraph 0014, (2019/07/29)
The invention provides a direct amination of benzyl C-H of a methyl aromatic compound under iron catalysis. The method comprises the following steps: the methyl aromatic compound is used as a raw material, an iron compound is used as a catalyst, o-dichlor
Highly regioselective copper-catalyzed benzylic C-H amination by N-fluorobenzenesulfonimide
Ni, Zhikun,Zhang, Qian,Xiong, Tao,Zheng, Yiying,Li, Yan,Zhang, Hongwei,Zhang, Jingping,Liu, Qun
supporting information; experimental part, p. 1244 - 1247 (2012/03/09)
Primary target: A practical and effective copper-catalyzed amination strategy for synthesizing various benzylic amines from benzylic hydrocarbons is described (see scheme; DCE=1,2-dichloroethane). Xylene substrates can undergo diamination reactions using this method. The remarkable preference for primary over secondary benzylic C-H bonds has been observed for the first time. Copyright
Intermolecular oxidative C-N bond formation under metal-free conditions: Control of chemoselectivity between aryl sp2 and benzylic sp 3 C-H bond imidation
Kim, Hyun Jin,Kim, Jiyu,Cho, Seung Hwan,Chang, Sukbok
supporting information; experimental part, p. 16382 - 16385 (2011/12/13)
A new synthetic approach toward intermolecular oxidative C-N bond formation of arenes has been developed under transition-metal-free conditions. Complete control of chemoselectivity between aryl sp2 and benzylic sp 3 C-H bond imidation was achieved by the choice of nitrogen sources, representatively being phthalimide and dibenzenesulfonimide, respectively.
Straightforward conversion of alcohols into dibenzenesulfonimides
Giovanelli, Emerson,Doris, Eric,Rousseau, Bernard
, p. 8457 - 8458 (2007/10/03)
The reaction of various alcohols with N-fluorodibenzenesulfonimide and triphenylphosphine leads to the corresponding dibenzenesulfonylated amines in high yields.
Synthesis and reactivity of polydisulfonimides
Burlingham,Widlanski
, p. 2937 - 2945 (2007/10/03)
The first synthesis of alkyl disulfonimide oligomers is presented. In the process of synthesizing these oligomers, previously unreported reactivity of the N-substituted disulfonimide functional group was discovered. Under basic conditions, unexpected lengthening of the oligomers occurs through a "transdisulfonimidation" reaction, whereby new disulfonimides are synthesized from existing ones by reaction with sulfonamide anion. This process appears to proceed via formation of a sulfene intermediate. Support for the E1cBRev mechanism includes isotope scrambling, substituent effects, and sulfene trapping.
