4332-16-5Relevant articles and documents
Microwave-assisted, Pd(0)-catalyzed cross-coupling of diazirines with aryl halides
Zhao, Xia,Wu, Guojiao,Yan, Chong,Lu, Kui,Li, Hui,Zhang, Yan,Wang, Jianbo
supporting information; experimental part, p. 5580 - 5583 (2011/02/23)
Pd(0)-catalyzed cross-coupling reactions of diazirines with aryl halides under microwave heating conditions afford a series of substituted olefins. A reaction mechanism involving the migratory insertion of the Pd carbene intermediate is proposed.
Metal triflate-catalyzed regio- And stereoselective friedelCrafts alkenylation of arenes with alkynes in an ionic liquid: Scope and mechanism
Yoon, Mi Young,Kim, Jin Hong,Choi, Doo Seoung,Shin, Ueon Sang,Lee, Jin Yong,Song, Choong Eui
, p. 1725 - 1737 (2008/02/11)
In the metal triflate-catalyzed hydroarylation of alkynes, employing an ionic liquid dramatically enhanced the catalytic activities, resulting in broadening the scope of substrates (arenes and alkynes). In some cases, even reactions that were not possible in conventional organic solvents proceeded smoothly in ionic liquids. Moreover, the ionic liquid phase containing catalyst could be readily recovered by simple decantation of the organic layer after reaction and reused for the following runs without any significant loss of activity. Mechanistic studies including 13C NMR analysis of reaction intermediates and isotope experiments confirmed for the first time that this type of reaction proceeds via vinyl cationic intermediates.
Thermodynamically- and kinetically-controlled Friedel-Crafts alkenylation of arenes with alkynes using an acidic fluoroantimonate(v) ionic liquid as catalyst
Choi, Doo Seong,Kim, Jin Hong,Shin, Ueon Sang,Deshmukh, Ravindra R.,Song, Choong Eui
, p. 3482 - 3484 (2008/03/12)
By employing superacidic fluoroantimonate ionic liquid (IL), [bmim][Sb 2F11], as catalyst, not only thermodynamically-controlled but also kinetically-controlled Friedel-Crafts alkenylations of arenes with alkynes have been realized for the first time. The Royal Society of Chemistry.
FeCl3-catalyzed alkenylation of simple arenes with aryl-substituted alkynes
Li, Ruoshi,Wang, Sunewang R.,Lu, Wenjun
, p. 2219 - 2222 (2008/02/05)
An addition of electron-rich arenes to aryl-substituted alkynes to form 1,1-diaryl alkenes is carried out in the presence of FeCl3 as catalyst under mild conditions.
Gold-catalyzed hydroarylation of alkynes
Reetz, Manfred T.,Sommer, Knut
, p. 3485 - 3496 (2007/10/03)
The hydroarylation of aryl-substituted alkynes by substituted electron-rich arenes is catalyzed by AuCl3 activated by such silver salts as AgSbF6. In the case of terminal alkynes, complete regioselectivity in favor of the 1,1-disubstituted olefin is observed. In the case of electron-poor alkynes such as acetylenecarboxylic acid ester, gold(I) complexes such as [Ph3PAuCl] activated by Ag salts or BF 3·OEt2 are the best catalysts, resulting in opposite regioselectivity and high degrees of (Z)-selectivity. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.
Mechanisms of Epoxidation during Ozonation of Carbon-Carbon Double Bonds
Bailey, Philip S.,Hwang, Hank H.,Chiang, Chin-Yun
, p. 231 - 234 (2007/10/02)
Epoxidation of several highly hindered olefins with ozone is stereospecific in all solvents, nucleophilic or nonnucleophilic.This is in agreement with expectations based on the initial formation of a ? rather than an open ? complex.