Hantzsch pyridine synthesis using hydrotalcites or hydrotalcite-like materials as solid base catalysts
Multicomponent one-pot synthesis of Hantzsch dihyropyridine (DHP) was achieved by the condensation of benzaldehyde, ethyl acetoacetate and ammonium acetate at room temperature using environmentally friendly as-synthesised medicinally acceptable hydrotalcites (HT) and hydrotalcite-like (HT-like) mate...
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description | Multicomponent one-pot synthesis of Hantzsch dihyropyridine (DHP) was achieved by the condensation of benzaldehyde, ethyl acetoacetate and ammonium acetate at room temperature using environmentally friendly as-synthesised medicinally acceptable hydrotalcites (HT) and hydrotalcite-like (HT-like) materials as solid base catalysts. The multifunctional activity of these materials is again proved by this important reaction. Among the catalysts screened, MgAl
2-HT (Mg/Al atomic ratio
=
2.0) showed maximum yield (61% in 6.5
h using acetonitrile as solvent). We propose that the high activity of this catalyst may be attributed to cooperative contribution of acid–base bifunctional sites. The versatility of these materials was checked by employing various aldehydes (acyclic, cyclic and aromatic) which showed reasonable yields of DHPs over MgAl
2-HT. To our knowledge, this is the first report wherein HT and HT-like materials performed as catalysts for this multicomponent reaction and also the first case of employing a solid base catalyst for DHP synthesis.
Multicomponent one-pot synthesis of Hantzsch dihyropyridine (DHP) was achieved at room temperature for the first time using environmentally friendly as-synthesised hydrotalcites (HT) and hydrotalcite-like (HT-like) materials as solid base catalysts.
▪ |
doi_str_mv | 10.1016/j.apcata.2007.12.028 |
format | Article |
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2-HT (Mg/Al atomic ratio
=
2.0) showed maximum yield (61% in 6.5
h using acetonitrile as solvent). We propose that the high activity of this catalyst may be attributed to cooperative contribution of acid–base bifunctional sites. The versatility of these materials was checked by employing various aldehydes (acyclic, cyclic and aromatic) which showed reasonable yields of DHPs over MgAl
2-HT. To our knowledge, this is the first report wherein HT and HT-like materials performed as catalysts for this multicomponent reaction and also the first case of employing a solid base catalyst for DHP synthesis.
Multicomponent one-pot synthesis of Hantzsch dihyropyridine (DHP) was achieved at room temperature for the first time using environmentally friendly as-synthesised hydrotalcites (HT) and hydrotalcite-like (HT-like) materials as solid base catalysts.
▪</description><identifier>ISSN: 0926-860X</identifier><identifier>EISSN: 1873-3875</identifier><identifier>DOI: 10.1016/j.apcata.2007.12.028</identifier><language>eng</language><publisher>Amsterdam: Elsevier B.V</publisher><subject>Catalysis ; Chemistry ; Dihydropyridines (DHP) ; Exact sciences and technology ; General and physical chemistry ; Hantzsch reaction ; Hydrotalcite-like materials ; Hydrotalcites ; Layered double hydroxides ; Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry</subject><ispartof>Applied catalysis. A, General, 2008-04, Vol.338 (1), p.121-129</ispartof><rights>2008 Elsevier B.V.</rights><rights>2008 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c367t-17636f2a388ed255cd1e86e2ce2cb829097479c4c1401828a47609059c43a4383</citedby><cites>FETCH-LOGICAL-c367t-17636f2a388ed255cd1e86e2ce2cb829097479c4c1401828a47609059c43a4383</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S0926860X08000227$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,776,780,3537,27901,27902,65306</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=20199899$$DView record in Pascal Francis$$Hfree_for_read</backlink></links><search><creatorcontrib>Antonyraj, Churchil A.</creatorcontrib><creatorcontrib>Kannan, S.</creatorcontrib><title>Hantzsch pyridine synthesis using hydrotalcites or hydrotalcite-like materials as solid base catalysts</title><title>Applied catalysis. A, General</title><description>Multicomponent one-pot synthesis of Hantzsch dihyropyridine (DHP) was achieved by the condensation of benzaldehyde, ethyl acetoacetate and ammonium acetate at room temperature using environmentally friendly as-synthesised medicinally acceptable hydrotalcites (HT) and hydrotalcite-like (HT-like) materials as solid base catalysts. The multifunctional activity of these materials is again proved by this important reaction. Among the catalysts screened, MgAl
2-HT (Mg/Al atomic ratio
=
2.0) showed maximum yield (61% in 6.5
h using acetonitrile as solvent). We propose that the high activity of this catalyst may be attributed to cooperative contribution of acid–base bifunctional sites. The versatility of these materials was checked by employing various aldehydes (acyclic, cyclic and aromatic) which showed reasonable yields of DHPs over MgAl
2-HT. To our knowledge, this is the first report wherein HT and HT-like materials performed as catalysts for this multicomponent reaction and also the first case of employing a solid base catalyst for DHP synthesis.
Multicomponent one-pot synthesis of Hantzsch dihyropyridine (DHP) was achieved at room temperature for the first time using environmentally friendly as-synthesised hydrotalcites (HT) and hydrotalcite-like (HT-like) materials as solid base catalysts.
▪</description><subject>Catalysis</subject><subject>Chemistry</subject><subject>Dihydropyridines (DHP)</subject><subject>Exact sciences and technology</subject><subject>General and physical chemistry</subject><subject>Hantzsch reaction</subject><subject>Hydrotalcite-like materials</subject><subject>Hydrotalcites</subject><subject>Layered double hydroxides</subject><subject>Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry</subject><issn>0926-860X</issn><issn>1873-3875</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2008</creationdate><recordtype>article</recordtype><recordid>eNp9UMGKFDEQDeKC47p_sIdc9NZtJelOJxdBFtcVFrwo7C3UpqudjD3dYyojtF9vj7MIXoSCglfvvap6QlwrqBUo-3ZX4yFiwVoDdLXSNWj3TGyU60xlXNc-Fxvw2lbOwsML8ZJ5BwC68e1GDHc4lV8ct_Kw5NSniSQvU9kSJ5ZHTtM3uV36PBccYyrEcs7_ANWYvpPcY6GccGSJLHkeUy8fkUmejhoXLvxKXAzrmK6e-qX4evvhy81ddf_546eb9_dVNLYrleqssYNG4xz1um1jr8hZ0nGtR6c9-K7pfGyiakA57bDpLHhoV8hgY5y5FG_Ovoc8_zgSl7BPHGkccaL5yMFo463RJ2JzJsY8M2cawiGnPeYlKAinUMMunEMNp1CD0gH-yF4_-SNHHIeMU0z8V6tBee-8X3nvzjxan_2ZKAeOiaZIfcoUS-jn9P9FvwEUCJBf</recordid><startdate>20080401</startdate><enddate>20080401</enddate><creator>Antonyraj, Churchil A.</creator><creator>Kannan, S.</creator><general>Elsevier B.V</general><general>Elsevier</general><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7QF</scope><scope>7SR</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope></search><sort><creationdate>20080401</creationdate><title>Hantzsch pyridine synthesis using hydrotalcites or hydrotalcite-like materials as solid base catalysts</title><author>Antonyraj, Churchil A. ; Kannan, S.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c367t-17636f2a388ed255cd1e86e2ce2cb829097479c4c1401828a47609059c43a4383</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2008</creationdate><topic>Catalysis</topic><topic>Chemistry</topic><topic>Dihydropyridines (DHP)</topic><topic>Exact sciences and technology</topic><topic>General and physical chemistry</topic><topic>Hantzsch reaction</topic><topic>Hydrotalcite-like materials</topic><topic>Hydrotalcites</topic><topic>Layered double hydroxides</topic><topic>Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Antonyraj, Churchil A.</creatorcontrib><creatorcontrib>Kannan, S.</creatorcontrib><collection>Pascal-Francis</collection><collection>CrossRef</collection><collection>Aluminium Industry Abstracts</collection><collection>Engineered Materials Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><jtitle>Applied catalysis. A, General</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Antonyraj, Churchil A.</au><au>Kannan, S.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Hantzsch pyridine synthesis using hydrotalcites or hydrotalcite-like materials as solid base catalysts</atitle><jtitle>Applied catalysis. A, General</jtitle><date>2008-04-01</date><risdate>2008</risdate><volume>338</volume><issue>1</issue><spage>121</spage><epage>129</epage><pages>121-129</pages><issn>0926-860X</issn><eissn>1873-3875</eissn><abstract>Multicomponent one-pot synthesis of Hantzsch dihyropyridine (DHP) was achieved by the condensation of benzaldehyde, ethyl acetoacetate and ammonium acetate at room temperature using environmentally friendly as-synthesised medicinally acceptable hydrotalcites (HT) and hydrotalcite-like (HT-like) materials as solid base catalysts. The multifunctional activity of these materials is again proved by this important reaction. Among the catalysts screened, MgAl
2-HT (Mg/Al atomic ratio
=
2.0) showed maximum yield (61% in 6.5
h using acetonitrile as solvent). We propose that the high activity of this catalyst may be attributed to cooperative contribution of acid–base bifunctional sites. The versatility of these materials was checked by employing various aldehydes (acyclic, cyclic and aromatic) which showed reasonable yields of DHPs over MgAl
2-HT. To our knowledge, this is the first report wherein HT and HT-like materials performed as catalysts for this multicomponent reaction and also the first case of employing a solid base catalyst for DHP synthesis.
Multicomponent one-pot synthesis of Hantzsch dihyropyridine (DHP) was achieved at room temperature for the first time using environmentally friendly as-synthesised hydrotalcites (HT) and hydrotalcite-like (HT-like) materials as solid base catalysts.
▪</abstract><cop>Amsterdam</cop><pub>Elsevier B.V</pub><doi>10.1016/j.apcata.2007.12.028</doi><tpages>9</tpages></addata></record> |
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source | Elsevier ScienceDirect Journals |
subjects | Catalysis Chemistry Dihydropyridines (DHP) Exact sciences and technology General and physical chemistry Hantzsch reaction Hydrotalcite-like materials Hydrotalcites Layered double hydroxides Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry |
title | Hantzsch pyridine synthesis using hydrotalcites or hydrotalcite-like materials as solid base catalysts |
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