Three-component synthesis of 3-(diarylmethyl)indoles using Fe(ClO4)3/SiO2 as catalyst
Three-component reaction of indole, aromatic aldehyde, and N , N -dimethyl aniline in the presence of silica-supported Fe(ClO 4 ) 3 as catalyst afforded the corresponding 3-[aryl(4-dimethylaminophenyl)methyl]-indoles in excellent yields under mild conditions. The proposed protocol offers some remark...
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| Published in | Russian journal of organic chemistry Vol. 53; no. 3; pp. 454 - 458 |
|---|---|
| Main Authors | , |
| Format | Journal Article |
| Language | English |
| Published |
Moscow
Pleiades Publishing
01.03.2017
Springer Nature B.V |
| Subjects | |
| Online Access | Get full text |
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| Abstract | Three-component reaction of indole, aromatic aldehyde, and
N
,
N
-dimethyl aniline in the presence of silica-supported Fe(ClO
4
)
3
as catalyst afforded the corresponding 3-[aryl(4-dimethylaminophenyl)methyl]-indoles in excellent yields under mild conditions. The proposed protocol offers some remarkable advantages such as the use of a solid catalyst and simple workup procedure. |
|---|---|
| AbstractList | Three-component reaction of indole, aromatic aldehyde, and N,N-dimethyl aniline in the presence of silica-supported Fe(ClO4)3 as catalyst afforded the corresponding 3-[aryl(4-dimethylaminophenyl)methyl]-indoles in excellent yields under mild conditions. The proposed protocol offers some remarkable advantages such as the use of a solid catalyst and simple workup procedure. Three-component reaction of indole, aromatic aldehyde, and N , N -dimethyl aniline in the presence of silica-supported Fe(ClO 4 ) 3 as catalyst afforded the corresponding 3-[aryl(4-dimethylaminophenyl)methyl]-indoles in excellent yields under mild conditions. The proposed protocol offers some remarkable advantages such as the use of a solid catalyst and simple workup procedure. |
| Author | Najafi, E. Behbahani, F. K. |
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| Cites_doi | 10.1002/anie.200503305 10.1016/j.tetlet.2015.03.054 10.2298/JSC110727203B 10.1080/15533174.2013.862639 10.1080/00397911.2014.966392 10.1016/S0040-4020(01)01227-3 10.1016/S0040-4039(03)00168-0 10.1007/BF03247223 10.1002/adsc.200303022 10.1016/j.tetlet.2013.11.115 10.1139/v68-545 10.1016/j.tetlet.2015.08.043 10.1021/jo01069a017 10.1021/ol062031q 10.1016/j.tet.2011.03.050 |
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| References_xml | – start-page: 553 volume-title: J. Chem. Soc., Perkin Trans. 1 year: 1980 ident: 1683_CR4 contributor: fullname: A. Chatterji – volume: 45 start-page: 629 year: 2006 ident: 1683_CR9 publication-title: Angew. Chem., Int. Ed. doi: 10.1002/anie.200503305 contributor: fullname: J. Esquivias – volume: 56 start-page: 2238 year: 2015 ident: 1683_CR14 publication-title: Tetrahedron Lett. doi: 10.1016/j.tetlet.2015.03.054 contributor: fullname: J. Kothandapani – volume: 77 start-page: 1157 year: 2012 ident: 1683_CR10 publication-title: J. Serb. Chem. Soc. doi: 10.2298/JSC110727203B contributor: fullname: F.K. Behbahani – volume: 45 start-page: 839 year: 2015 ident: 1683_CR11 publication-title: Synth. React. Inorg. Met.-Org, Chem. doi: 10.1080/15533174.2013.862639 contributor: fullname: F.K. Behbahani – volume: 45 start-page: 513 issue: 4 year: 2015 ident: 1683_CR16 publication-title: Synth. Commun. doi: 10.1080/00397911.2014.966392 contributor: fullname: D.N.K. Reddya – volume: 58 start-page: 1229 year: 2002 ident: 1683_CR6 publication-title: Tetrahedron doi: 10.1016/S0040-4020(01)01227-3 contributor: fullname: R. Nagarajan – volume: 44 start-page: 2101 year: 2003 ident: 1683_CR7 publication-title: Tetrahedron Lett. doi: 10.1016/S0040-4039(03)00168-0 contributor: fullname: S. Kumar – volume: 4 start-page: 375 year: 2007 ident: 1683_CR17 publication-title: J. Iran. Chem. Soc. doi: 10.1007/BF03247223 contributor: fullname: M.M. Heravi – volume: 345 start-page: 557 year: 2003 ident: 1683_CR2 publication-title: Adv. Synth. Catal. doi: 10.1002/adsc.200303022 contributor: fullname: C. Ramesh – volume: 55 start-page: 694 year: 2014 ident: 1683_CR13 publication-title: Tetrahedron Lett. doi: 10.1016/j.tetlet.2013.11.115 contributor: fullname: S.S. Ganesan – volume: 61 start-page: 10 year: 2005 ident: 1683_CR1 publication-title: Tetrahedron contributor: fullname: X. Zeng – volume: 46 start-page: 3291 year: 1968 ident: 1683_CR3 publication-title: Can. J. Chem. doi: 10.1139/v68-545 contributor: fullname: B. Gregorovich – volume: 56 start-page: 5568 issue: 41 year: 2015 ident: 1683_CR15 publication-title: Tetrahedron Lett. doi: 10.1016/j.tetlet.2015.08.043 contributor: fullname: J. Kothandapani – volume: 26 start-page: 4241 year: 1961 ident: 1683_CR5 publication-title: J. Org. Chem. doi: 10.1021/jo01069a017 contributor: fullname: W. Noland – volume: 8 start-page: 4939 year: 2006 ident: 1683_CR8 publication-title: Org. Lett. doi: 10.1021/ol062031q contributor: fullname: S. Shirakawa – volume: 67 start-page: 3420 year: 2011 ident: 1683_CR12 publication-title: Tetrahedron doi: 10.1016/j.tet.2011.03.050 contributor: fullname: J. Liu |
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N
,
N
-dimethyl aniline in the presence of silica-supported Fe(ClO
4
)
3
as catalyst afforded the... Three-component reaction of indole, aromatic aldehyde, and N,N-dimethyl aniline in the presence of silica-supported Fe(ClO4)3 as catalyst afforded the... |
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| SubjectTerms | Catalysts Chemistry Chemistry and Materials Science Organic Chemistry Silicon dioxide |
| Title | Three-component synthesis of 3-(diarylmethyl)indoles using Fe(ClO4)3/SiO2 as catalyst |
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