828939-28-2Relevant academic research and scientific papers
Electrocatalytic generation of amidyl radicals for olefin hydroamidation: Use of solvent effects to enable anilide oxidation
Zhu, Lin,Xiong, Peng,Mao, Zhong-Yi,Wang, Yong-Heng,Yan, Xiaomei,Lu, Xin,Xu, Hai-Chao
supporting information, p. 2226 - 2229 (2016/02/19)
Oxidative generation of synthetically important amidyl radicals from N-H amides is an appealing and yet challenging task. Previous methods require a stoichiometric amount of a strong oxidant and/or a costly noble-metal catalyst. We report herein the first electrocatalytic method that employs ferrocene (Fc), a cheap organometallic reagent, as the redox catalyst to produce amidyl radicals from N-aryl amides. Based on this radical-generating method, an efficient intramolecular olefin hydroamidation reaction has been developed. Easy access to N-arylamidyl radicals: The first electrocatalytic method for the generation of amidyl radicals from anilides has been developed using ferrocene (Cp2Fe) as a highly reactive, yet chemoselective redox catalyst. Based on this radical-generating method, a highly chemo- and diastereoselective olefin hydroamidation reaction has been developed.
Vinylation of Aldehydes Using Mn/Cr Alloy and a N4-Ligand/NiII-Catalyst
Harnying, Wacharee,Berkessel, Albrecht
, p. 6057 - 6061 (2015/04/14)
We report an efficient and practical protocol for the Cr/Ni-catalyzed vinylation of aldehydes, based on the use of Mn/Cr alloy (ca. 10% Cr) and TMSCl. No additional Cr salts need to be added. In the presence of NiCl2 (0.3 mol%) and a bis(ketimino)-2,2′-bipyridine as N4-chelating ligand (1 mol%), the vinylations proceed smoothly at room temperature. The presence of catalytic amounts of MeOH and LiOAc as additives was found to further promote the efficiency of the catalytic system, even in the absence of the ligand. Detailed reaction monitoring revealed that LiOAc accelerates the product alcohol silylation, thus increasing the turnover rate.
Stereoselective dichlorination of allylic alcohol derivatives to access key stereochemical arrays of the chlorosulfolipids
Shibuya, Grant M.,Kanady, Jacob S.,Vanderwal, Christopher D.
supporting information; experimental part, p. 12514 - 12518 (2009/02/05)
Dichlorination of (Z)-allylic trichloroacetates efficiently and stereoselectively generates the syn,syn hydroxydichloride stereotriad that is prevalent in the understudied polychlorinated sulfolipid class of natural products. Further, the dichlorination of a (2)-allylic chlorohydrin affords with high selectivity a stereotetrad present in one of the chlorosulfolipids.
Surprisingly efficient catalytic Cr-mediated coupling reactions
Namba, Kosuke,Wang, Jiashi,Cui, Sheng,Kishi, Yoshito
, p. 5421 - 5424 (2007/10/03)
(Chemical Equation Presented) With use of 1 mol % of Cr catalyst 5, surprisingly efficient Cr-mediated couplings of aldehydes with various types of nucleophiles have been realized. The catalyst set of Cr catalyst 5 and Ni catalyst 4 is used for alkenylati
New catalytic cycle for couplings of aldehydes with organochromium reagents
Namba, Kosuke,Kishi, Yoshito
, p. 5031 - 5033 (2007/10/03)
(Chemical Equation Presented) A new catalytic cycle has been developed to effect all three subgroups of Cr-mediated couplings, i.e., (1) Ni/Cr-mediated alkenylation, alkynylation, and arylation, (2) Co/Cr-mediated 2-haloallylation, alkylation, and proparg
