Single-Pot Synthesis of Alkyl-Substituted Quinolines and Indoles via Photoinduced Oxidation of Primary Alcohols
Single-pot synthesis of alkyl-substituted quinolines and indoles has been performed via photoinduced oxidation of primary aliphatic alcohols (C 2 –C 5 ) and condensation of the aldehydes (products of the alcohols oxidation) with aniline under the action of iron-containing catalysts and inorganic oxi...
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| Veröffentlicht in: | Russian journal of general chemistry 2018-05, Vol.88 (5), p.892-897 |
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| container_title | Russian journal of general chemistry |
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| creator | Makhmutov, A. R. |
| description | Single-pot synthesis of alkyl-substituted quinolines and indoles has been performed via photoinduced oxidation of primary aliphatic alcohols (C
2
–C
5
) and condensation of the aldehydes (products of the alcohols oxidation) with aniline under the action of iron-containing catalysts and inorganic oxidants. The synthesis was the most efficient in the presence of FeCl
3
·6H
2
O as catalyst and 10% aqueous solution of NaOCl as oxidant with irradiation by Hg lamp. The synthesis mechanism through photoinduced oxidation of primary aliphatic alcohol has been suggested. |
| doi_str_mv | 10.1134/S1070363218050080 |
| format | Article |
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2
–C
5
) and condensation of the aldehydes (products of the alcohols oxidation) with aniline under the action of iron-containing catalysts and inorganic oxidants. The synthesis was the most efficient in the presence of FeCl
3
·6H
2
O as catalyst and 10% aqueous solution of NaOCl as oxidant with irradiation by Hg lamp. The synthesis mechanism through photoinduced oxidation of primary aliphatic alcohol has been suggested.</description><identifier>ISSN: 1070-3632</identifier><identifier>EISSN: 1608-3350</identifier><identifier>DOI: 10.1134/S1070363218050080</identifier><language>eng</language><publisher>Moscow: Pleiades Publishing</publisher><subject>Alcohol ; Alcohols ; Aldehydes ; Aliphatic alcohols ; Aliphatic compounds ; Aniline ; Catalysis ; Catalysts ; Chemical synthesis ; Chemistry ; Chemistry and Materials Science ; Chemistry/Food Science ; Condensates ; Copper ; Indoles ; Iron chlorides ; Organic compounds ; Oxidation ; Oxidation-reduction reaction ; Oxidizing agents ; Quinoline ; Sodium hypochlorite ; Substitutes</subject><ispartof>Russian journal of general chemistry, 2018-05, Vol.88 (5), p.892-897</ispartof><rights>Pleiades Publishing, Ltd. 2018</rights><rights>COPYRIGHT 2018 Springer</rights><rights>Copyright Springer Nature B.V. 2018</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c355t-bb8474cb84423be5c47e916b60760419d99e4e11f81ae25e7a8e77b1e424d7953</citedby><cites>FETCH-LOGICAL-c355t-bb8474cb84423be5c47e916b60760419d99e4e11f81ae25e7a8e77b1e424d7953</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://link.springer.com/content/pdf/10.1134/S1070363218050080$$EPDF$$P50$$Gspringer$$H</linktopdf><linktohtml>$$Uhttps://link.springer.com/10.1134/S1070363218050080$$EHTML$$P50$$Gspringer$$H</linktohtml><link.rule.ids>314,780,784,27923,27924,41487,42556,51318</link.rule.ids></links><search><creatorcontrib>Makhmutov, A. R.</creatorcontrib><title>Single-Pot Synthesis of Alkyl-Substituted Quinolines and Indoles via Photoinduced Oxidation of Primary Alcohols</title><title>Russian journal of general chemistry</title><addtitle>Russ J Gen Chem</addtitle><description>Single-pot synthesis of alkyl-substituted quinolines and indoles has been performed via photoinduced oxidation of primary aliphatic alcohols (C
2
–C
5
) and condensation of the aldehydes (products of the alcohols oxidation) with aniline under the action of iron-containing catalysts and inorganic oxidants. The synthesis was the most efficient in the presence of FeCl
3
·6H
2
O as catalyst and 10% aqueous solution of NaOCl as oxidant with irradiation by Hg lamp. The synthesis mechanism through photoinduced oxidation of primary aliphatic alcohol has been suggested.</description><subject>Alcohol</subject><subject>Alcohols</subject><subject>Aldehydes</subject><subject>Aliphatic alcohols</subject><subject>Aliphatic compounds</subject><subject>Aniline</subject><subject>Catalysis</subject><subject>Catalysts</subject><subject>Chemical synthesis</subject><subject>Chemistry</subject><subject>Chemistry and Materials Science</subject><subject>Chemistry/Food Science</subject><subject>Condensates</subject><subject>Copper</subject><subject>Indoles</subject><subject>Iron chlorides</subject><subject>Organic compounds</subject><subject>Oxidation</subject><subject>Oxidation-reduction reaction</subject><subject>Oxidizing agents</subject><subject>Quinoline</subject><subject>Sodium hypochlorite</subject><subject>Substitutes</subject><issn>1070-3632</issn><issn>1608-3350</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2018</creationdate><recordtype>article</recordtype><recordid>eNp1UU1rwzAMDWODdd1-wG6BndPJjh0nx1L2USi0I9s5OInSukvtLnbG-u_nkMEOYwgkIb33JKEguCUwIyRm9zkBAXESU5ICB0jhLJiQBNIojjmc-9y3o6F_GVxZuwcgAAmdBCZXettitDEuzE_a7dAqG5omnLfvpzbK-9I65XqHdfjSK21apdGGUtfhUtem9fmnkuFmZ5xRuu4rj1t_qVo6ZfQgs-nUQXYnL1eZnWntdXDRyNbizU-cBm-PD6-L52i1flou5quoijl3UVmmTLDKe0bjEnnFBGYkKRMQCTCS1VmGDAlpUiKRchQyRSFKgoyyWmQ8ngZ3o-6xMx89WlfsTd9pP7KgwLMEQKSZR81G1Fa2WCjdGNfJyluNB1UZjY3y9bmgXGSE0kGWjISqM9Z22BTH8cCCQDE8ovjzCM-hI8d6rN5i97vK_6RvBX2J5A</recordid><startdate>20180501</startdate><enddate>20180501</enddate><creator>Makhmutov, A. R.</creator><general>Pleiades Publishing</general><general>Springer</general><general>Springer Nature B.V</general><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>20180501</creationdate><title>Single-Pot Synthesis of Alkyl-Substituted Quinolines and Indoles via Photoinduced Oxidation of Primary Alcohols</title><author>Makhmutov, A. R.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c355t-bb8474cb84423be5c47e916b60760419d99e4e11f81ae25e7a8e77b1e424d7953</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2018</creationdate><topic>Alcohol</topic><topic>Alcohols</topic><topic>Aldehydes</topic><topic>Aliphatic alcohols</topic><topic>Aliphatic compounds</topic><topic>Aniline</topic><topic>Catalysis</topic><topic>Catalysts</topic><topic>Chemical synthesis</topic><topic>Chemistry</topic><topic>Chemistry and Materials Science</topic><topic>Chemistry/Food Science</topic><topic>Condensates</topic><topic>Copper</topic><topic>Indoles</topic><topic>Iron chlorides</topic><topic>Organic compounds</topic><topic>Oxidation</topic><topic>Oxidation-reduction reaction</topic><topic>Oxidizing agents</topic><topic>Quinoline</topic><topic>Sodium hypochlorite</topic><topic>Substitutes</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Makhmutov, A. R.</creatorcontrib><collection>CrossRef</collection><jtitle>Russian journal of general chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Makhmutov, A. R.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Single-Pot Synthesis of Alkyl-Substituted Quinolines and Indoles via Photoinduced Oxidation of Primary Alcohols</atitle><jtitle>Russian journal of general chemistry</jtitle><stitle>Russ J Gen Chem</stitle><date>2018-05-01</date><risdate>2018</risdate><volume>88</volume><issue>5</issue><spage>892</spage><epage>897</epage><pages>892-897</pages><issn>1070-3632</issn><eissn>1608-3350</eissn><abstract>Single-pot synthesis of alkyl-substituted quinolines and indoles has been performed via photoinduced oxidation of primary aliphatic alcohols (C
2
–C
5
) and condensation of the aldehydes (products of the alcohols oxidation) with aniline under the action of iron-containing catalysts and inorganic oxidants. The synthesis was the most efficient in the presence of FeCl
3
·6H
2
O as catalyst and 10% aqueous solution of NaOCl as oxidant with irradiation by Hg lamp. The synthesis mechanism through photoinduced oxidation of primary aliphatic alcohol has been suggested.</abstract><cop>Moscow</cop><pub>Pleiades Publishing</pub><doi>10.1134/S1070363218050080</doi><tpages>6</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 1070-3632 |
| ispartof | Russian journal of general chemistry, 2018-05, Vol.88 (5), p.892-897 |
| issn | 1070-3632 1608-3350 |
| language | eng |
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| source | SpringerLink Journals - AutoHoldings |
| subjects | Alcohol Alcohols Aldehydes Aliphatic alcohols Aliphatic compounds Aniline Catalysis Catalysts Chemical synthesis Chemistry Chemistry and Materials Science Chemistry/Food Science Condensates Copper Indoles Iron chlorides Organic compounds Oxidation Oxidation-reduction reaction Oxidizing agents Quinoline Sodium hypochlorite Substitutes |
| title | Single-Pot Synthesis of Alkyl-Substituted Quinolines and Indoles via Photoinduced Oxidation of Primary Alcohols |
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