67945-96-4Relevant academic research and scientific papers
Reactions of Styrylmalonates with Aromatic Aldehydes: Detailed Synthetic and Mechanistic Studies
Borisov, Denis D.,Novikov, Roman A.,Tomilov, Yury V.
, p. 4457 - 4471 (2021/04/02)
Reactions of styrylmalonates with aromatic aldehydes in the presence of Lewis and Br?nsted acids and their regularities have been studied in detail. Approaches to the synthesis of various polysubstituted 5,6-dihydropyran-2-ones, indenes, aryl-containing d
Highly-functionalized arene synthesis based on palladium on carbon-catalyzed aqueous dehydrogenation of cyclohexadienes and cyclohexenes
Yasukawa, Naoki,Yokoyama, Hiroki,Masuda, Masahiro,Monguchi, Yasunari,Sajiki, Hironao,Sawama, Yoshinari
, p. 1213 - 1217 (2018/03/28)
Transition metal-catalyzed dehydrogenation is a clean oxidation method requiring no additional oxidants. We have accomplished a heterogeneous Pd/C-catalyzed aqueous dehydrogenation of 1,4-cyclohexadienes and cyclohexenes to give the corresponding highly-functionalized arenes. Furthermore, various arenes could be efficiently constructed in a one-pot manner via a Diels-Alder reaction and the following dehydrogenation.
Nickel-catalyzed dehydrogenative [4 + 2] cycloaddition of 1,3-dienes with nitriles
Ohashi, Masato,Takeda, Ippei,Ikawa, Masashi,Ogoshi, Sensuke
supporting information; experimental part, p. 18018 - 18021 (2011/12/13)
Pyridines, which comprise one of the most important classes of the six-membered heterocyclic compounds, are widely distributed in nature, and the transition-metal-catalyzed [2 + 2 + 2] cycloaddition reaction of two alkynes and a nitrile is one of the most powerful methods for preparing versatile, highly substituted pyridine derivatives. However, the lack of chemo- and regioselectivity is still a crucial issue associated with fully intermolecular [2 + 2 + 2] cycloaddition. The present study developed the Ni(0)-catalyzed intermolecular dehydrogenative [4 + 2] cycloaddition reaction of 1,3-butadienes with nitriles to give a variety of pyridines regioselectively.
Stereoselective synthesis of vinyl-substituted (Z)-stilbenes by rhodium-catalysed addition of arylboronic acids to allenic alcohols
Miura, Tomoya,Shimizu, Hiroshi,Igarashi, Tomohiro,Murakami, Masahiro
experimental part, p. 4074 - 4076 (2010/10/04)
Vinyl-substituted (Z)-stilbenes are stereoselectively synthesised on treatment of 4-arylbuta-2,3-dien-1-ols with arylboronic acids in the presence of a rhodium(i) catalyst. The reaction proceeds through the regioselective addition of organorhodium(i) species across the aryl-substituted carbon-carbon double bond of the allene moiety and subsequent δ-elimination of Rh(i)-OH.
Titanocene(II)-promoted cross-coupling of unsaturated compounds
Ogata, Akitoshi,Nemoto, Masami,Arai, Koutarou,Kobayashi, Kenji,Tsubouchi, Akira,Takeda, Takeshi
, p. 878 - 880 (2007/10/03)
Vinyl pivalate in the presence of the titanocene(II) reagent Cp 2Ti[P(OEt)3]2 reacts both with nonpolar C≡C triple bonds and with polar C=O double bonds, to produce conjugated dienes and allylic alcohols, respectively. Similar alkenylation also takes place when (Z)-alkenyl sulfones are treated with alkynes and carbonyl compounds. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.
Facile synthesis of multisubstituted buta-1,3-dienes via Suzuki-Miyaura and Kumada cross-coupling strategy of 2,4-diiodo-buta-1-enes with arylboronic acids and Grignard reagents
Shao, Li-Xiong,Shi, Min
, p. 1828 - 1831 (2007/10/03)
One-pot Suzuki-Miyaura-type and Kumada-type cross-coupling reactions of 2,4-diiodo-buta-l-enes with arylboronic acids and alkyl/aryl magnesium bromides were carried out in the presence of accessibly simple catalysts under mild conditions. As a result, some 1,1,2-trisubstituted buta-1,3-dienes were obtained including the Tamoxifen-type, which have potential adjuvant therapy in women who have suffered from breast cancer and cyclooxygenase-2-type (COX-2-type) inhibitors, some of which have been proved to elicit efficient anti-inflammatory analgesic activities and less adverse gastrointestinal side effects and to be very useful in the prophylactic treatment of a wide variety of cancers and neurodegenerative disorders. The Royal Society of Chemistry 2005.
Stereoselective Synthesis of Terminal 1,3-Butadienes by the Condensation Reaction of Aldehydes and Ketones with the γ-Trimethylsilyl-Substituted Allylboranes
Wang, Kung K.,Liu, Chin,Gu, Yu Gui,Burnett, Friedrich N.,Sattsangi, Prem D.
, p. 1914 - 1922 (2007/10/02)
Allylboranes 7-12, readily prepared from allenylsilanes 1-6 by hydroboration with 9-borabicyclononane, smoothly condense with aldehydes and ketones to afford, after basic or acidic workup to promote the Peterson olefination reaction, a variety of t
COMPLEXES OF TRANSITION METALS IN THE CHEMISTRY OF CONJUGATED SYSTEMS. I. CATALYTIC ADDITION OF ORGANOMAGNESIUM AND ORGANOLITHIUM COMPOUNDS TO ENYNES AND THEIR DERIVATIVES
Zubritskii, L. M.,Fomina, T. N.,Bal'yan, Kh. V.
, p. 63 - 71 (2007/10/02)
Hydrocarbons with a conjugated system of double and triple bonds are capable of catalytic addition of arylmagnesium halides and aryllithiums at the triple bond in the presence of the salts and complexes of transition metals of group VIII.The β-diketonate complexes of Ni(II) and Fe(III) have the greatest activity.In the case of aryllithiums uncatalyzed addition reactions occur as well.Under the same conditions aliphatic Grignard reagents and alkyllithiums give a complex mixture of addition, reduction and oligomerizatin products.The direction of addition is determined solely by the character of substitution in the enyne system.The product yields are also determined by the nature of the metal and of the ligands in the catalyst and by the character of the organomagnesium and organolithium compound.The effect of polar and steric factors of the substituents at the triple bond in the alkyl, aryl, and trialkylsilyl series leads to a change in the direction of coordination and to the formation of the products from addition at the double bond.
