29461-68-5Relevant academic research and scientific papers
Cyclic Vinyl(aryl)iodonium Salts: Synthesis and Reactivity
Kepski, Konrad,Rice, Craig R.,Moran, Wesley J.
supporting information, p. 6936 - 6939 (2019/09/30)
A convenient, highly regioselective synthesis of five-membered cyclic vinyl(aryl)iodonium salts directly from β-iodostyrenes is presented. An X-ray crystal structure confirms the identity of these heterocycles. These λ3-iodanes can be converted
Stereo- and Regioselective Alkyne Hydrometallation with Gold(III) Hydrides
Pintus, Anna,Rocchigiani, Luca,Fernandez-Cestau, Julio,Budzelaar, Peter H. M.,Bochmann, Manfred
supporting information, p. 12321 - 12324 (2016/10/13)
The hydroauration of internal and terminal alkynes by gold(III) hydride complexes [(C^N^C)AuH] was found to be mediated by radicals and proceeds by an unexpected binuclear outer-sphere mechanism to cleanly form trans-insertion products. Radical precursors such as azobisisobutyronitrile lead to a drastic rate enhancement. DFT calculations support the proposed radical mechanism, with very low activation barriers, and rule out mononuclear mechanistic alternatives. These alkyne hydroaurations are highly regio- and stereospecific for the formation of Z-vinyl isomers, with Z/E ratios of >99:1 in most cases.
Convergent and stereoselective synthesis of trisubstituted E-alkenyl bromides and iodides via β-oxido phosphonium ylides
Hodgson, David M.,Arif, Tanzeel
supporting information; experimental part, p. 16500 - 16501 (2009/04/13)
β-Oxido phosphonium ylides, generated in situ from aldehydes and Wittig reagents [alkylidene(triphenyl)phosphoranes, other than ethylidene(triphenyl)phosphorane], react readily with electrophilic halogen sources to form predominantly or exclusively E-brom
Trans- and cis-selective Lewis acid catalyzed hydrogermylation of alkynes
Schwier, Todd,Gevorgyan, Vladimir
, p. 5191 - 5194 (2007/10/03)
(Chemical Equation Presented) The first examples of Lewis acid catalyzed hydrogermylation of alkynes have been demonstrated. It was found that this method has much higher functional group compatibility compared to the known Lewis acid catalyzed hydrosilyl
A direct and stereoselective route to (Z)-2-iodoalk-2-enes via β-oxido phosphonium ylides
Shen, Yanchang,Gao, Shu
, p. 1331 - 1332 (2007/10/02)
(Z)-2-Iodoalk-2-enes have been synthesized with high stereoselectivity by direct reaction of β-oxido phosphonium ylides with 1,2-diiodoethane.
Preparation and use of 1-iodoalkyl ylides
Chen, Jie,Wang, Tao,Zhao, Kang
, p. 2827 - 2828 (2007/10/02)
α-Iodoalkyl ylides were prepared and used for first time to convert aldehydes to 2-iodo-2-alkenes stereoselectively and to other dialkyl vinyl iodides.
