863418-78-4Relevant academic research and scientific papers
Method for hydrogenolysis of halides
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, (2021/01/11)
The invention discloses a method for hydrogenolysis of halides. The invention discloses a preparation method of a compound represented by a formula I. The preparation method comprises the following step: in a polar aprotic solvent, zinc, H2O and a compound represented by a formula II are subjected to a reaction as shown in the specification, wherein X is halogen; Y is -CHRR or R; hydrogenin H2O exists in the form of natural abundance or non-natural abundance. According to the preparation method, halide hydrogenolysis can be simply, conveniently and efficiently achieved through a simple and mild reaction system, and good functional group compatibility and substrate universality are achieved.
Dehalogenative Deuteration of Unactivated Alkyl Halides Using D2O as the Deuterium Source
Xia, Aiyou,Xie, Xin,Hu, Xiaoping,Xu, Wei,Liu, Yuanhong
, p. 13841 - 13857 (2019/10/17)
The general dehalogenation of alkyl halides with zinc using D2O or H2O as a deuterium or hydrogen donor has been developed. The method provides an efficient and economic protocol for deuterium-labeled derivatives with a wide substrate scope under mild reaction conditions. Mechanistic studies indicated that a radical process is involved for the formation of organozinc intermediates. The facile hydrolysis of the organozinc intermediates provides the driving force for this transformation.
Copper-catalyzed trifluoromethylation and cyclization of aromatic-sulfonyl-group-tethered alkenes for the construction of 1,2-benzothiazinane dioxide type compounds
Dong, Xiang,Sang, Rui,Wang, Qiang,Tang, Xiang-Ying,Shi, Min
supporting information, p. 16910 - 16915 (2014/01/06)
A multi-talented system: An efficient copper-catalyzed tandem trifluoromethylation/annulation of an electron-deficient aromatic ring has been developed. This method provides a powerful and straightforward way to synthesize trifluoromethylated 1,2-benzothiazinane dioxides under mild conditions (see scheme). The mechanism was investigated by a series of kinetic experiments and isotopic labeling studies.
Stereospecific cross-coupling between alkenylboronates and alkyl halides catalyzed by iron-bisphosphine complexes
Hashimoto, Toru,Hatakeyama, Takuji,Nakamura, Masaharu
scheme or table, p. 1168 - 1173 (2012/02/16)
A stereospecific and high-yielding cross-coupling reaction between alkenylboron reagents and alkyl halides is described. The reaction has been achieved by using well-defined iron-bisphosphine complexes such as 1b FeCl 2(3,5-t-Bu2-SciOPP), which was recently developed by the authors' group. Various nonactivated alkyl bromides and chlorides possessing a base/nucleophile-sensitive functional group can participate in the cross-coupling, demonstrating its utility for stereoselective synthesis of functional molecules bearing a carbon-carbon double bond.
Nickel-catalyzed reductive cyclization of organohalides
Kim, Hyejin,Lee, Chulbom
supporting information; experimental part, p. 2050 - 2053 (2011/06/25)
A mild and convenient nickel-catalyzed method for free-radical cyclization of organohalides is described. The use of a NiCl2DME/Pybox complex as the catalyst and zinc powder in methanol efficiently promotes the reductive cyclization of various
Ionic and organometallic reductions with N-Heterocyclic carbene boranes
Chu, Qianli,Brahmi, Malika Makhlouf,Solovyev, Andrey,Ueng, Shau-Hua,Curran, Dennis P.,Malacria, Max,Fensterbank, Louis,Lacote, Emmanuel
supporting information; experimental part, p. 12937 - 12940 (2010/05/19)
Surgical reduction: N-Heterocyclic carbene-borane complexes such as depicted are neutral, organic soluble analogues of borohydride anions with a weak hydridic character, compatible with organometallic catalysis. They are applicable for surgical reductions in complex, multifunctional molecules.
Tandem hydroformylation-hydrazone formation-Fischer indole synthesis: A novel approach to tryptamides
Schmidt, Axel M.,Eilbracht, Peter
, p. 2333 - 2343 (2007/10/03)
A novel one-pot synthesis of indole systems via tandem hydroformylation-hydrazone formation-Fischer indolization starting from allylic amides and aryl hydrazines is described. This tandem procedure directly leads to biologically interesting tryptamides and analogues. The Royal Society of Chemistry 2005.
