1032917-61-5Relevant articles and documents
1-(chloromethyl)-4-fluoro-1,4-diazoniabicyclo-[2,2,2]octane bis(tetrafluoroborate) as novel and efficient reagent for the conjugate addition of indoles to α,β-unsaturated ketones
Yadav,Reddy, B. V. Subba,Raju,Ravindar,Baishya, Gakul
, p. 1056 - 1057 (2007)
Indoles undergo smooth conjugate addition with α,β-unsaturated ketones in the presence of 10 mol % Selectfluor under extremely mild conditions to afford the corresponding Michael adducts in high to quantitative yields with 1,4-selectivity. Copyright
Antimony(III) sulfate catalyzed condensation reaction of indoles with carbonyl compounds
Srinivasa, Aswathanarayana,Varma, Putta Prabhakar,Hulikal, Vijaykumar,Mahadevan, Kittappa M.
, p. 111 - 115 (2008)
Antimony sulfate was found to be on effective catalyst for the condensation reaction of indoles with carbonyl compounds at room temperature. This catalyst is inexpensive, easily available and it was also found that this catalyst could be recovered quantitatively and reused without much loss of catalytic activity.
Zirconium triflate-catalyzed reactions of indole, 1-methylindole, and pyrrole with α,β-unsaturated ketone
Shi, Min,Cui, Shi-Cong,Li, Qing-Jiang
, p. 6679 - 6684 (2004)
The Zr(OTf)4-catalyzed reaction of indole, 1-methylindole or pyrrole with α,β-unsaturated ketone generated the corresponding trisindolyl-, tris(1-methylindolyl-), and trispyrrolylalkanes in moderate to high yields in the mixed solvent EtOH/Hsu
Triflic acid-catalyzed Michael reactions of indole and pyrrole compounds with α,β-unsaturated ketones in water
Zhang, Hai-Bo,Liu, Li,Liu, Yu-Liang,Chen, Yong-Jun,Wang, Jun,Wang, Dong
, p. 173 - 181 (2007)
The Michael reactions of indole and pyrrole compounds to α,β-unsaturated ketones catalyzed by triflic acid (HOTf, 0.1-1 mol%) were performed in water to give alkylated indoles (3a-m) and dialkylsubstituted pyrroles (6a-b) in good to excellent yields. Copy
Zirconium tetrakis(dodecylsulfate) as an efficient and recyclable lewis acid-surfactant-combined catalyzed C-C and C-N bond forming under mild and environmentally benign conditions
Jafarpour, Maasoumeh,Rezaeifard, Abdolreza,Aliabadi, Marzieh
, p. 94 - 99 (2009)
A green catalytic method for C-C and C-N bond forming via Michael addition of aromatic amines and indoles to electron-deficient olefins using Zirconium tetrakis(dodecylsulfate) in water under mild conditions with high yields and selectivity has been developed. The reusability of the catalyst has been successfully examined without any noticeable loss of its catalytic activity.
Nanocrystalline titanium(IV) oxide as an efficient heterogeneous catalyst for tandem Michael and nucleophilic 1,2-addition to enones
Kantam, M. Lakshmi,Laha, Soumi,Yadav, Jagjit,Choudary,Sreedhar
, p. 867 - 872 (2006)
Nanocrystalline titanium(IV) oxide was found to be an efficient heterogeneous catalyst for the conjugate 1,4-addition of indoles with α,β-unsaturated ketones to afford β-indolyl ketones in excellent yields. The subsequent catalytic 1,2-addition of Me
Bismuth triflate catalyzed conjugate addition of indoles to α,β-enones
Reddy, A. Vijender,Ravinder,Goud, T. Venkateshwar,Krishnaiah,Raju,Venkateswarlu
, p. 6257 - 6260 (2003)
Reaction of indoles with electron deficient olefins under the influence of bismuth triflate has been studied at ambient temperature and affords the corresponding 3-alkylated indoles in excellent yields.
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 (2007)
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
Recyclable sulfonated amorphous carbon catalyzed friedel-crafts alkylation of indoles with α,β-unsaturated carbonyl compounds in water
Ma, Jimei,Ng, Simon,Yong, Youjun,Luo, Xiao-Zhou,Wang, Xin,Liu, Xue-Wei
, p. 778 - 782 (2010)
Green practice: A sulfonated amorphous carbon-based solid acid derived from d-glucose was synthesized. It was explored for its catalytic efficiency in Friedel-Crafts reactions of indoles with various a,b-unsaturated carbonyl compounds in H2O or H2O/THF at
The ultra high pressure conjugate addition of indoles to electron- deficient olefins
Harrington, Paul,Kerr, Michael A.
, p. 1256 - 1265 (1998)
The addition of indole and methyl indole at both high and ambient pressures to a series of Michael acceptors under the influence of ytterbium triflate was investigated. Under ambient pressure the more reactive and less sterically hindered electrophiles ga
The Michael addition of indoles to α,β-unsaturated ketones catalyzed by CeCl3·7H2O-NaI combination supported on silica gel
Bartoli, Giuseppe,Bartolacci, Massimo,Bosco, Marcella,Foglia, Gioa,Giuliani, Arianna,Marcantoni, Enrico,Sambri, Letizia,Torregiani, Elisabetta
, p. 4594 - 4597 (2003)
Alkylation of indoles by means of the Michael addition has been the subject of a number of investigation. It is well established that regioselectivity in the additions of indoles to electron-deficient alkenes is strongly controlled by the reaction medium. In a continuation of the work on developing greener and cleaner technologies, the cerium(III) chloride heptahydrate and sodium iodide combination supported on silica gel catalyzes the alkylation of various indoles with α,β-unsaturated ketones giving 3-(3-oxoalkyl)indole derivatives in good yields. The substitution on the indole nucleus occurred exclusively at the 3-position, and N-alkylation products have not been observed.
A rapid and highly efficient Michael addition of methoxybenzenes and indoles to α,β-unsaturated ketones using BF3·OEt2 as a catalyst
Swetha,Raghavender Reddy,Madhu Babu,Meshram
supporting information, p. 4427 - 4431 (2017/10/30)
An efficient and general protocol is described for the Michael addition of α,β-unsaturated ketones with electron-rich arenes/indoles to give alkylated arenes/indoles under mild reaction condition at room temperature. Shorter reaction time, convenient and
Ruthenium-catalyzed direct C3 alkylation of indoles with α,β-unsaturated ketones
Li, Shuai-Shuai,Lin, Hui,Zhang, Xiao-Mei,Dong, Lin
supporting information, p. 1254 - 1263 (2015/08/03)
In this paper, a simple and highly efficient ruthenium-catalyzed direct C3 alkylation of indoles with various α,β-unsaturated ketones without chelation assistance has been developed. This novel C-H activation methodology exhibits a broad substrate scope s