53821-21-9Relevant articles and documents
Ni-Catalyzed Carboxylation of Unactivated Alkyl Chlorides with CO2
B?rjesson, Marino,Moragas, Toni,Martin, Ruben
supporting information, p. 7504 - 7507 (2016/07/06)
A catalytic carboxylation of unactivated primary, secondary, and tertiary alkyl chlorides with CO2 at atmospheric pressure is described. This protocol represents the first intermolecular cross-electrophile coupling of unactivated alkyl chlorides, thus leading to new knowledge in the cross-coupling arena.
Polymerizable compound, composition, polymer, an optically anisotropic material, an organic EL element and a liquid crystal display element
-
Paragraph 0126; 0129, (2016/10/10)
An object of the invention is to provide polymerizable compounds having excellent optical characteristics and suited as materials for optically anisotropic articles, compositions containing the polymerizable compounds, polymers obtained by polymerizing th
Iron-catalyzed alkylations of aryl sulfamates and carbamates
Silberstein, Amanda L.,Ramgren, Stephen D.,Garg, Neil K.
supporting information; experimental part, p. 3796 - 3799 (2012/08/28)
The alkylation of aryl sulfamates and carbamates using iron catalysis is reported. The method constructs sp2-sp3 carbon-carbon bonds and provides synthetically useful yields across a range of substrates (>35 examples). The directing group ability of sulfamates and carbamates, accompanied by their low reactivity toward conventional cross-couplings, renders these substrates useful for the synthesis of polyfunctionalized arenes.
Halogenation of primary alcohols using a tetraethylammonium halide/[Et 2NSF2]BF4 combination
Pouliot, Marie-France,Mahe, Olivier,Hamel, Jean-Denys,Desroches, Justine,Paquin, Jean-Francois
supporting information, p. 5428 - 5431,4 (2020/10/15)
The halogenation of primary alcohols is presented. The use of a combination of tetraethylammonium halide and [Et2NSF2]BF4 (XtalFluor-E) allows for chlorination and bromination reactions to proceed efficiently (up to 92% yield) with a wide range of alcohols. Iodination reactions are also possible albeit in lower yields.
Preparation of polyfunctional zinc organometallics using an Fe- or Co-catalyzed Cl/Zn-exchange
Melzig, Laurin,Diene, Coura R.,Rohbogner, Christoph J.,Knochel, Paul
supporting information; experimental part, p. 3174 - 3177 (2011/08/06)
A new Fe- or Co-catalyzed Cl/Zn-exchange reaction allows the direct transformation of aryl, heteroaryl, and also alkyl chlorides into the corresponding zinc reagents. The method tolerates functional groups such as a nitrile or an ester. Remarkably, secondary and tertiary alkyl chlorides are suitable substrates for the Cl/Zn exchange.
Synthesis and pharmacological evaluation of benzamide derivatives as selective 5-HT4 receptor agonists
Sonda, Shuji,Kawahara, Toshio,Katayama, Kenichi,Sato, Noriko,Asano, Kiyoshi
, p. 3295 - 3308 (2007/10/03)
It is thought that selective 5-HT4 receptor agonists-such as 4-amino-5-chloro-2-methoxy-N-[1-(6-oxo-6-phenylhexyl)piperidin-4-ylmethyl] benzamide (2)-have the ability to enhance both upper and lower gastrointestinal motility without any significant adverse effects. Modification of 2 was performed. Variation of the piperidin-4-ylmethyl moiety of 2 led to a decrease in the binding affinity for the 5-HT4 receptor. Following conversion of the carbonyl group on the benzoyl part to a hydroxyl or sulfoxide group, the binding affinity for the 5-HT4 receptor was retained although the effect on defecation was reduced. Many of the 4-amino-5-chloro-2-methoxy-N- (piperidin-4-ylmethyl)benzamides that had a ether or sulfide moiety in the side-chain part at the 1-position of the piperidine exhibited high affinity for the 5-HT4 receptor. Among these, phenylthio 41c and benzylthio derivative 44 were selective 5-HT4 receptor agonists, and had a similar effect on defecation to compound 2.
Benzylation of alcoholic hydroxyl groups with benzyl mesylate by using a catalytic amount of lithium tetrakis(pentafluorophenyl)borate in the coexistence of lithium triflate and magnesium oxide
Nakano, Masakazu,Matsuo, Jun-Ichi,Mukaiyama, Teruaki
, p. 1352 - 1353 (2007/10/03)
Several alcohols possessing alkali-labile substituents such as halogen, ester and ketone were effectively benzylated with benzyl mesylate by using a catalytic amount of lithium tetrakis(pentafluorophenyl)borate [LiB(C6F5)4] in the coexistence of lithium triflate (LiOTf) and magnesium oxide (MgO) to afford the corresponding benzyl ethers in good to excellent yields.
Enantioselective Addition of Diethylzinc to Aldehydes using Chiral Polymer Catalysts Possessing a Methylene Spacer
Watanabe, Masami,Soai, Kenso
, p. 837 - 842 (2007/10/02)
N-Butylnorephedrine supported on polystyrene resin via a six-methylene spacer catalyses the enantioselective addition of diethylzinc to both aromatic and aliphatic aldehydes, providing optically active secondary alcohols in good to high enantiomeric excesses.In the enantioselective addition of diethylzinc to an aliphatic aldehyde, polymer catalyst with a six-methylene spacer is more enantioselective than other previously reported polymer catalysts.
The synthesis of β-keto lactones via cyclization of β-keto ester dianions or the cyclization of Meldrum's acid derivatives
Lermer, Leonard,Neeland, Edward G.,Ounsworth, James P.,Sims, Russell J.,Tischler, Samuel A.,Weiler, Larry
, p. 1427 - 1445 (2007/10/02)
Two new methods to synthesize macrocyclic β-keto lactones have been developed.The first involves the synthesis of ω-halo-β-keto esters and an intramolecular alkylation of the dianions to these compounds.The reaction is complicated by elimination in the small and medium ring systems and by difficulties in purifying the final products.However, it is possible to obtain modest yields of the desired β-keto lactones.This procedure was used to synthesize the 25- and 27-membered ring β-hydroxy lactones that are the constituents of termite defense compounds.The second method involves the thermolysis of acylated Meldrum's acid derivatives, which leads directly to β-keto lactones.This process gives modest yields of macrocyclic systems and good yield of the unsubstituted 3-oxopentan-5-olide (25) .The 14-membered macrocyclic β-keto lactone 9j has a complex 1H NMR spectrum, which has been interpreted in terms of multiple conformations.The temperature dependence of the NMR spectrum of 9j is consistent with entropic, rather than enthalpic, control of the equilibrium.Quasiharmonic entropy calculations are consistent with this model.
