- Iodine-catalyzed efficient conjugate addition of pyrroles to α,β-unsaturated ketones
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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
- Das, Biswanath,Chowdhury, Nikhil,Damodar, Kongara
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Read Online
- Remarkable Lewis acid catalytic performance of the scandium trimesate metal organic framework MIL-100(Sc) for C-C and C=N bond-forming reactions
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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
- Mitchell, Laura,Gonzalez-Santiago, Berenice,Mowat, John P. S.,Gunn, Mary E.,Williamson, Patrick,Acerbi, Nadia,Clarke, Matthew L.,Wright, Paul A.
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p. 606 - 617
(2013/05/08)
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- Ruthenium-catalyzed functionalization of pyrroles and indoles with propargyl alcohols
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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
- Thies, Nora,Hrib, Cristian G.,Haak, Edgar
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supporting information; experimental part
p. 6302 - 6308
(2012/06/18)
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- Synthesis and application of modified silica sulfuric acid as a solid acid heterogeneous catalyst in Michael addition reactions
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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
- Zolfigol, Mohammad Ali,Veisi, Hojat,Mohanazadeh, Farajollah,Sedrpoushan, Alireza
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experimental part
p. 977 - 986
(2011/09/16)
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- Iron salt-cataltzed multipoint alkylation of pyrrole with vinyl ketones
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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
- Kawatsura, Motoi,Fujiwara, Masamune,Uehara, Hiroyuki,Nomura, Shun,Hayase, Shuichi,Itoh, Toshiyuki
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p. 794 - 795
(2008/12/21)
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- Asymmetric Friedel-Crafts alkylation of pyrroles with nitroalkenes using a dinuclear zinc catalyst
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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
- Trost, Barry M.,Mueller, Christoph
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p. 2438 - 2439
(2008/09/19)
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- Catalytic conjugate addition of heterocyclic compounds to α,β-unsaturated carbonyl compounds by hafnium salts and scandium salts
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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
- Kawatsura, Motoi,Aburatani, Sachiko,Uenishi, Junichi
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p. 4172 - 4177
(2008/01/08)
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- Hafnium chloride catalyzed conjugate addition of pyrrole, pyrazole and imidazole to α,β-unsaturated ketones
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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
- Aburatani, Sachiko,Kawatsura, Motoi,Uenishi, Jun'ichi
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p. 189 - 196
(2008/02/02)
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- Bismuth trichloride-catalyzed C-alkylation of pyrroles with electron-deficient olefins
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The BiCl3-catalyzed reaction of pyrroles with electron-deficient olefins generated the corresponding Michael adducts in high yields. Copyright Taylor & Francis Group, LLC.
- Zhan, Zhuang-Ping,Yu, Jing-Liang,Yang, Wen-Zhen
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p. 1373 - 1382
(2007/10/03)
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- Efficient Friedel-crafts alkylation of indoles and pyrrole with enones and nitroalkene in water
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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
- Azizi, Najmedin,Arynasab, Fezzeh,Saidi, Mohammad R.
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p. 4275 - 4277
(2008/09/18)
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- The facile and efficient Michael addition of indoles and pyrrole to α,β-unsaturated electron-deficient compounds catalyzed by aluminium dodecyl sulfate trihydrate [Al(DS)3]·3H2O in water
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Aluminium dodecyl sulfate trihydrate [Al(DS)3]·3H 2O is easily prepared and can be used as a Lewis acid surfactant catalyst in water to conduct the highly efficient Michael addition of indoles and pyrrole to α,β-unsaturated electron-
- Firouzabadi, Habib,Iranpoor, Nasser,Nowrouzi, Farhad
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p. 789 - 791
(2007/10/03)
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- Microwave-assisted addition of pyrroles to electron-deficient olefins: A rapid entry to C-alkyl pyrroles
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A general procedure for the Michael addition of pyrroles with electron-deficient olefins using silica gel supported reagent under microwave irradiation, has been developed. This new method is fast, efficient, environmentally benign and solvent-free. A cat
- Zhan, Zhuang-Ping,Yang, Wen-Zhen,Yang, Rui-Feng
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p. 2425 - 2428
(2007/10/03)
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- Addition of pyrroles to electron deficient olefins employing InCl3
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Pyrroles undergo conjugate addition with electron deficient olefins in the presence of a catalytic amount of indium trichloride at ambient temperature to afford the corresponding Michael adducts in excellent yields with high selectivity without polymerisa
- Yadav,Abraham, Sunny,Subba Reddy,Sabitha
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p. 8063 - 8065
(2007/10/03)
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