364064-30-2Relevant articles and documents
Iodine-catalyzed efficient conjugate addition of pyrroles to α,β-unsaturated ketones
Das, Biswanath,Chowdhury, Nikhil,Damodar, Kongara
, p. 2867 - 2870 (2007)
Iodine was used as a catalyst for the conjugate addition of pyrroles to α,β-unsaturated ketones at room temperature. Mono- and dialkylated products were obtained by using equimolar amounts of the reactants. However, the use of excess enones afforded only
Remarkable Lewis acid catalytic performance of the scandium trimesate metal organic framework MIL-100(Sc) for C-C and C=N bond-forming reactions
Mitchell, Laura,Gonzalez-Santiago, Berenice,Mowat, John P. S.,Gunn, Mary E.,Williamson, Patrick,Acerbi, Nadia,Clarke, Matthew L.,Wright, Paul A.
, p. 606 - 617 (2013/05/08)
The porous metal organic frameworks scandium trimesate MIL-100(Sc), scandium terephthalates MIL-101(Sc), MIL-88B(Sc) and MIL-68(Sc), scandium 4,4′-biphenyl-dicarboxylate MIL-88D(Sc) and the scandium 3,3′,5,5-azobenzene-tetracarboxylate socMOF(Sc) have bee
Ruthenium-catalyzed functionalization of pyrroles and indoles with propargyl alcohols
Thies, Nora,Hrib, Cristian G.,Haak, Edgar
supporting information; experimental part, p. 6302 - 6308 (2012/06/18)
Several ruthenium-catalyzed atom-economic transformations of propargyl alcohols with pyrroles or indoles leading to alkylated, propargylated, or annulated heteroaromatics are reported. The mechanistically distinct reactions are catalyzed by a single ruthenium(0) complex containing a redox-coupled dienone ligand. The mode of activation regarding the propargyl alcohols determines the reaction pathway and depends on the alcohols' substitution pattern. Secondary substrates form alkenyl complexes by a 1,2-hydrogen shift, whereas the transformation of tertiary substrates involves allenylidene intermediates. 1-Vinyl propargyl alcohols are converted by a cascade allylation/cyclization sequence. The environmentally benign processes are of broad scope and allow the selective synthesis of highly functionalized pyrroles and indoles generating water as the only waste product. Copyright
Synthesis and application of modified silica sulfuric acid as a solid acid heterogeneous catalyst in Michael addition reactions
Zolfigol, Mohammad Ali,Veisi, Hojat,Mohanazadeh, Farajollah,Sedrpoushan, Alireza
experimental part, p. 977 - 986 (2011/09/16)
Figure represented. Modified silica sulfuric acid (MSSA) as a new type of silica sulfuric acid was prepared and effectively used in the conjugate addition of indole, pyrrole, and thiols with Michael acceptors under mild conditions at room temperature. Als
Iron salt-cataltzed multipoint alkylation of pyrrole with vinyl ketones
Kawatsura, Motoi,Fujiwara, Masamune,Uehara, Hiroyuki,Nomura, Shun,Hayase, Shuichi,Itoh, Toshiyuki
, p. 794 - 795 (2008/12/21)
Pyrrole reacted with vinyl ketones in the presence of 3 mol % of iron(II) tetrafluoroborate or alumina-supported iron(III) perchlorate to give multipoint-alkylated products in good yield. Most notably, 4,5-dialkylated 2-acetylpyrrole was obtained in good
Asymmetric Friedel-Crafts alkylation of pyrroles with nitroalkenes using a dinuclear zinc catalyst
Trost, Barry M.,Mueller, Christoph
, p. 2438 - 2439 (2008/09/19)
The catalytic enantioselective and atom economic Friedel-Crafts alkylation of pyrroles with nitroalkenes under mild reaction conditions using a dinuclear zinc catalyst is reported. The versatility of the reaction is demonstrated by the conversion of a number of differentially substituted nitroalkenes with differentially substituted pyrroles. Tandem addition reactions to form 2,5-disubstituted pyrroles are also demsonstrated. All pyrrole alkylations have been carried out without using N-protecting groups, which also enhances the efficiency by which substituted pyrroles may be synthesized. The reactions result in good yields and excellent enantioselectivities. Copyright
Catalytic conjugate addition of heterocyclic compounds to α,β-unsaturated carbonyl compounds by hafnium salts and scandium salts
Kawatsura, Motoi,Aburatani, Sachiko,Uenishi, Junichi
, p. 4172 - 4177 (2008/01/08)
The hafnium chloride (HfCl4) and scandium chloride (ScCl3) catalyzed conjugate additions of heterocyclic compounds, such as indoles, pyrrole, pyrazole, and imidazole, have been demonstrated. Hafnium chloride effectively catalyzed the
Hafnium chloride catalyzed conjugate addition of pyrrole, pyrazole and imidazole to α,β-unsaturated ketones
Aburatani, Sachiko,Kawatsura, Motoi,Uenishi, Jun'ichi
, p. 189 - 196 (2008/02/02)
Pyrrole, pyrazole and imidazole undergo conjugate addition with α,β-unsaturated ketones in the presence of a catalytic amount of hafnium chloride at room temperature. Although the reaction of pyrrole gave 2,5-substituted C-adduct mainly, those of pyrazole
Bismuth trichloride-catalyzed C-alkylation of pyrroles with electron-deficient olefins
Zhan, Zhuang-Ping,Yu, Jing-Liang,Yang, Wen-Zhen
, p. 1373 - 1382 (2007/10/03)
The BiCl3-catalyzed reaction of pyrroles with electron-deficient olefins generated the corresponding Michael adducts in high yields. Copyright Taylor & Francis Group, LLC.
Efficient Friedel-crafts alkylation of indoles and pyrrole with enones and nitroalkene in water
Azizi, Najmedin,Arynasab, Fezzeh,Saidi, Mohammad R.
, p. 4275 - 4277 (2008/09/18)
An operationally simple and entirely green protocol for heteropoly acid catalyst conjugate addition of indoles and pyrrole to unsaturated carbonyl compounds and nitro-alkene in water was investigated. It is important that the products arising from 1,2-add