24420-61-9Relevant academic research and scientific papers
Gold-catalyzed intermolecular synthesis of alkylidenecyclopropanes through catalytic allene activation
Sabbatani, Juliette,Huang, Xueliang,Veiros, Luis F.,Maulide, Nuno
supporting information, p. 10636 - 10639 (2014/09/17)
A stereoselective gold(I)-catalyzed intermolecular cyclopropanation of allenamides with stabilized sulfonium ylides is reported. This transformation enables the direct synthesis of diacceptor alkylidenecyclopropanes and proceeds under very mild conditions through allene activation. Three is my lucky number: A mild stereoselective gold(I)-catalyzed intermolecular cyclopropanation of allenamides with stabilized sulfonium ylides is reported. This transformation delivers diacceptor alkylidenecyclopropanes and unusually proceeds through allene activation rather than by metallocarbene formation (see scheme, EWG=electron-withdrawing group).
Sulfur(IV)-mediated transformations: From ylide transfer to metal-free arylation of carbonyl compounds
Huang, Xueliang,Patil, Mahendra,Fares, Christophe,Thiel, Walter,Maulide, Nuno
supporting information, p. 7312 - 7323 (2013/06/26)
The development of a direct ylide transfer to carbonyl derivatives and of a sulfoxide-mediated arylation is presented from a unified perspective. Mechanistic studies (including density functional calculations) support a common reaction pathway and showcase how subtle changes in reactant properties can lead to disparate and seemingly unrelated reaction outcomes.
Design, preparation, X-ray crystal structure, and reactivity of o-alkoxyphenyliodonium bis(methoxycarbonyl)methanide, a highly soluble carbene precursor
Zhu, Chenjie,Yoshimura, Akira,Ji, Lei,Wei, Yunyang,Nemykin, Victor N.,Zhdankin, Viktor V.
supporting information; experimental part, p. 3170 - 3173 (2012/08/07)
The preparation, X-ray structure, and reactivity of new, highly soluble, and reactive iodonium ylides derived from malonate methyl ester and bearing an ortho substituent on the phenyl ring are reported. These new reagents show higher reactivity than common phenyliodonium ylides in the Rh-catalyzed cyclopropanation, C-H insertion, and transylidation reactions under homogeneous conditions.
A direct ylide transfer to carbonyl derivatives and heteroaromatic compounds
Huang, Xueliang,Goddard, Richard,Maulide, Nuno
supporting information; experimental part, p. 8979 - 8983 (2011/02/24)
Power transfer: The title reaction proceeds under mild conditions (room temperature, short reaction times) and directly affords sulfonium ylides from active methylene compounds and heteroaromatics in a single step and in high yields. A detailed comparative structural analysis of a variety of ylides is presented and the implications of structure on the reactivity of these compounds are discussed.
The Structure of Sulfonium Ylides Stabilized by the Malonylide Moiety
Craig, D.,Morgan, Michael,McKellar, Robert,Ternay, A. L.,Martin, G.
, p. 399 - 405 (2007/10/02)
The crystal structures of four thioxanthenium bis(carbomethoxy)methylides and methylides of di(p-nitrophenyl)sulfonium and dimethylsulfonium have been determined.The carbanion moiety in all cases is planar and the pi-system is rotated 90 deg with respect
