542-69-8Relevant articles and documents
EXCHANGE OF BROMINE AND CHLORINE BY IODINE IN ALIPHATIC HALIDES CATALYZED BY IRON PENTACARBONYL
Amriev, R. A.,Velichko, F. K.,Freidlina, R. Kh.
, p. 213 - 215 (1985)
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Cox, Philip J.,Doidge-Harrison, Solange M. S. V.,Howie, R. Alan,Nowell, Ian W.,Taylor, Oonah J.,Wardell, James L.
, (1989)
MeLi + LiCl in THF: One Heterodimer and no tetramers
Lecachey, Baptiste,Oulyadi, Hassan,Lameiras, Pedro,Harrison-Marchand, Anne,Gerard, Helene,Maddaluno, Jacques
, p. 5976 - 5983 (2010)
The structure of the aggregates formed when mixing methyllithium and lithium chloride in THF has been studied by multinuclear magnetic resonance at 170 K. The data suggest that only one new entity is observed, that is the dimer [(MeLi)(LiCl)], in equilibrium (K ≈ 0.6) with [MeLi]4 and [LiCl]2. NMR diffusion measurements lead to the conclusion that this dimer is trisolvated in THF at 170 K, a solvation scheme in agreement with DFT computations.
Visible-light-mediated multicomponent reaction for secondary amine synthesis
Wang, Xiaochen,Zhu, Binbing,Dong, Jianyang,Tian, Hao,Liu, Yuxiu,Song, Hongjian,Wang, Qingmin
supporting information, p. 5028 - 5031 (2021/05/28)
The widespread presence of secondary amines in agrochemicals, pharmaceuticals, natural products, and small-molecule biological probes has inspired efforts to streamline the synthesis of molecules with this functional group. Herein, we report an operationally simple, mild protocol for the synthesis of secondary amines by three-component alkylation reactions of imines (generated in situ by condensation of benzaldehydes and anilines) with unactivated alkyl iodides catalyzed by inexpensive and readily available Mn2(CO)10. This protocol, which is compatible with a wide array of sensitive functional groups and does not require a large excess of the alkylating reagent, is a versatile, flexible tool for the synthesis of secondary amines.
Halogen-Imparted Reactivity in Lithium Carbenoid Mediated Homologations of Imine Surrogates: Direct Assembly of bis-Trifluoromethyl-β-Diketiminates and the Dual Role of LiCH2I
Castoldi, Laura,Holzer, Wolfgang,Ielo, Laura,Lombino, Jessica,Pace, Vittorio,Prandi, Cristina,Roller, Alexander,Touqeer, Saad
supporting information, p. 20852 - 20857 (2020/09/12)
The selective formal insertion (homologation) of a carbon unit bridging the two trifluoroacetamidoyl chlorides (TFAICs) units is reported. The tactic is levered on a highly chemoselective homologation–metalation–acyl nucleophilic substitution sequence which precisely enables to assemble novel trifluoromethylated β-diketiminates within a single synthetic operation. Unlike previous homologations conducted with LiCH2Cl furnishing aziridines, herein we exploit the unique capability of iodomethyllithium to act contemporaneously as a C1 source (homologating effect) and metalating agent. The mechanistic rationale grounded on experimental evidences supports the hypothesized proposal and, the structural analysis gathers key aspects of this class of valuable ligands in catalysis.
HALIDE-MEDIATED DEALKYLATION OF PHOSPHOTRIESTERS
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Paragraph 0010; 0012; 0051, (2018/02/03)
In one embodiment, a method includes contacting a phosphotriester and a halogen salt in a polar solvent. In another embodiment, a method for dealkylating tributylphosphate includes contacting tributylphosphate and a halogen salt in a polar solvent.
