93132-15-1Relevant articles and documents
Iron-Catalyzed Remote Arylation of Aliphatic C-H Bond via 1,5-Hydrogen Shift
Zhou, Bingwei,Sato, Hiroki,Ilies, Laurean,Nakamura, Eiichi
, p. 8 - 11 (2018/01/17)
Catalytic amounts of an iron(III) salt and a N-heterocyclic carbene ligand catalyze the arylation of 2-iodoalkylarenes with diphenylzinc selectively at the C-H bond of the alkyl side chain. Several lines of evidence suggest that the iron catalyst reacts with the aryl iodide moiety of the substrate to generate an aryliron intermediate that behaves in a radical manner and cleaves the aliphatic C-H bond through 1,5-hydrogen transfer; the resulting alkyliron intermediate undergoes reductive elimination to give the arylated product.
Formation of cyclopropanes by the reductive coupling of 1,3-dihalides promoted by titanocene(II) species
Takeda, Takeshi,Shimane, Keiko,Fujiwara, Tooru,Tsubouchi, Akira
, p. 290 - 291 (2007/10/03)
The treatment of various 1,3-dihalides including the ones bearing an ester group with the titanocene(II) species produced cyclopropanes in good yields. The reaction of dihalides possessing two secondary halogens proceeded stereoselectively to afford trans
Nickel-Mediated Cross-Coupling of Unactivated Neopentyl Iodides with Organozincs
Park, Kwangyong,Yuan, Kaixu,Scott, William J.
, p. 4866 - 4870 (2007/10/02)
(dppf)NiCl2 catalyzes the cross-coupling of unactivated primary neopentyl iodides with diorganozinc reagents.The zinc nucleophiles are formed by the treatment of ZnCl2*dioxane with 2 mol equiv of a Grignard reagent in an etheral solvent.The cross-coupling works optimally for diorganozincs formed from aryl chlorides or CH3MgCl.Use of aryl bromides can cause reduction and/or reductive dimerization of the electrophile.The analogous reaction with (CH3)2CuMgCl in either the presence or the absence of Group 10 metal catalysts failed to afford reasonable yields of cross-coupled products.The diorganozinc methodology overcomes many of the side reactions observed with the (dppf)NiCl2-mediated cross-coupling of Grignard reagents.