One-pot three-component synthesis of 1-amidoalkyl naphthols and polyhydroquinolines using a deep eutectic solvent: a green method and mechanistic insight
The multicomponent synthesis of 1-amidoalkyl naphthols and polyhydroquinolines has been developed as an atom-economic procedure catalyzed by a deep eutectic solvent ([CholineCl][ZnCl 2 ] 3 ). The reactions proceed smoothly at low temperatures for a short reaction time without the use of toxic and vo...
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| Veröffentlicht in: | New journal of chemistry 2021-02, Vol.45 (4), p.253-259 |
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| container_end_page | 259 |
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| container_issue | 4 |
| container_start_page | 253 |
| container_title | New journal of chemistry |
| container_volume | 45 |
| creator | Nguyen, Vu Thanh Nguyen, Hai Truong Tran, Phuong Hoang |
| description | The multicomponent synthesis of 1-amidoalkyl naphthols and polyhydroquinolines has been developed as an atom-economic procedure catalyzed by a deep eutectic solvent ([CholineCl][ZnCl
2
]
3
). The reactions proceed smoothly at low temperatures for a short reaction time without the use of toxic and volatile organic solvents. Deep eutectic solvents are capable of not only allowing multicomponent reactions to proceed in high yield but also controlling the selectivity towards desired products. The mechanistic insight was examined by HRMS (ESI) to propose a plausible mechanism. Furthermore, [CholineCl][ZnCl
2
]
3
can be recycled in up to three consecutive cycles with an insignificant loss of catalytic activity under the optimized conditions.
The multicomponent synthesis of 1-amidoalkyl naphthols and polyhydroquinolines has been developed as an atom-economic procedure catalyzed by a deep eutectic solvent ([CholineCl][ZnCl
2
]
3
). |
| doi_str_mv | 10.1039/d0nj05687a |
| format | Article |
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2
]
3
). The reactions proceed smoothly at low temperatures for a short reaction time without the use of toxic and volatile organic solvents. Deep eutectic solvents are capable of not only allowing multicomponent reactions to proceed in high yield but also controlling the selectivity towards desired products. The mechanistic insight was examined by HRMS (ESI) to propose a plausible mechanism. Furthermore, [CholineCl][ZnCl
2
]
3
can be recycled in up to three consecutive cycles with an insignificant loss of catalytic activity under the optimized conditions.
The multicomponent synthesis of 1-amidoalkyl naphthols and polyhydroquinolines has been developed as an atom-economic procedure catalyzed by a deep eutectic solvent ([CholineCl][ZnCl
2
]
3
).</description><identifier>ISSN: 1144-0546</identifier><identifier>EISSN: 1369-9261</identifier><identifier>DOI: 10.1039/d0nj05687a</identifier><language>eng</language><publisher>Cambridge: Royal Society of Chemistry</publisher><subject>Catalytic activity ; Chemical reactions ; Eutectics ; Low temperature ; Reaction time ; Selectivity ; Solvents ; Synthesis ; Zinc chloride</subject><ispartof>New journal of chemistry, 2021-02, Vol.45 (4), p.253-259</ispartof><rights>Copyright Royal Society of Chemistry 2021</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c281t-3781c39ee0d20588fbb7e8c3593ff3b4374866bdffd64d5659da11470ab8dda53</citedby><cites>FETCH-LOGICAL-c281t-3781c39ee0d20588fbb7e8c3593ff3b4374866bdffd64d5659da11470ab8dda53</cites><orcidid>0000-0002-7319-872X ; 0000-0002-9865-9051</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27903,27904</link.rule.ids></links><search><creatorcontrib>Nguyen, Vu Thanh</creatorcontrib><creatorcontrib>Nguyen, Hai Truong</creatorcontrib><creatorcontrib>Tran, Phuong Hoang</creatorcontrib><title>One-pot three-component synthesis of 1-amidoalkyl naphthols and polyhydroquinolines using a deep eutectic solvent: a green method and mechanistic insight</title><title>New journal of chemistry</title><description>The multicomponent synthesis of 1-amidoalkyl naphthols and polyhydroquinolines has been developed as an atom-economic procedure catalyzed by a deep eutectic solvent ([CholineCl][ZnCl
2
]
3
). The reactions proceed smoothly at low temperatures for a short reaction time without the use of toxic and volatile organic solvents. Deep eutectic solvents are capable of not only allowing multicomponent reactions to proceed in high yield but also controlling the selectivity towards desired products. The mechanistic insight was examined by HRMS (ESI) to propose a plausible mechanism. Furthermore, [CholineCl][ZnCl
2
]
3
can be recycled in up to three consecutive cycles with an insignificant loss of catalytic activity under the optimized conditions.
The multicomponent synthesis of 1-amidoalkyl naphthols and polyhydroquinolines has been developed as an atom-economic procedure catalyzed by a deep eutectic solvent ([CholineCl][ZnCl
2
]
3
).</description><subject>Catalytic activity</subject><subject>Chemical reactions</subject><subject>Eutectics</subject><subject>Low temperature</subject><subject>Reaction time</subject><subject>Selectivity</subject><subject>Solvents</subject><subject>Synthesis</subject><subject>Zinc chloride</subject><issn>1144-0546</issn><issn>1369-9261</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2021</creationdate><recordtype>article</recordtype><recordid>eNpFkU1r3DAQhk1JoZttL70HBLkV3ErWh-Xclk3SpCzdS3I2sjRea2NLrqUN-Kfk30a7W9rTDMzDM8w7WfaV4O8E0-qHwW6PuZCl-pAtCBVVXhWCXKSeMJZjzsSn7DKEPcaElIIssretg3z0EcVuAsi1H0bvwEUUZhc7CDYg3yKSq8Ear_qXuUdOjV3sfB-QcgaNvp-72Uz-z8E631sHAR2CdTukkAEYERwi6Gg1Cr5_TeabNNilXQ4NkDTmZBlAd8rZcOSsC3bXxc_Zx1b1Ab78rcvs-f7uaf2Qb7Y_H9erTa4LSWJOS0k0rQCwKTCXsm2aEqSmvKJtSxtGSyaFaEzbGsEMF7wyKoVRYtVIYxSny-z67B2PN0CI9d4fJpdW1gWTrGCcE5aob2dKTz6ECdp6nOygprkmuD5GX9_i379O0a8SfHWGp6D_cf9fQ98BGJ2EQQ</recordid><startdate>20210201</startdate><enddate>20210201</enddate><creator>Nguyen, Vu Thanh</creator><creator>Nguyen, Hai Truong</creator><creator>Tran, Phuong Hoang</creator><general>Royal Society of Chemistry</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>H9R</scope><scope>JG9</scope><scope>KA0</scope><orcidid>https://orcid.org/0000-0002-7319-872X</orcidid><orcidid>https://orcid.org/0000-0002-9865-9051</orcidid></search><sort><creationdate>20210201</creationdate><title>One-pot three-component synthesis of 1-amidoalkyl naphthols and polyhydroquinolines using a deep eutectic solvent: a green method and mechanistic insight</title><author>Nguyen, Vu Thanh ; Nguyen, Hai Truong ; Tran, Phuong Hoang</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c281t-3781c39ee0d20588fbb7e8c3593ff3b4374866bdffd64d5659da11470ab8dda53</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2021</creationdate><topic>Catalytic activity</topic><topic>Chemical reactions</topic><topic>Eutectics</topic><topic>Low temperature</topic><topic>Reaction time</topic><topic>Selectivity</topic><topic>Solvents</topic><topic>Synthesis</topic><topic>Zinc chloride</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Nguyen, Vu Thanh</creatorcontrib><creatorcontrib>Nguyen, Hai Truong</creatorcontrib><creatorcontrib>Tran, Phuong Hoang</creatorcontrib><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Illustrata: Natural Sciences</collection><collection>Materials Research Database</collection><collection>ProQuest Illustrata: Technology Collection</collection><jtitle>New journal of chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Nguyen, Vu Thanh</au><au>Nguyen, Hai Truong</au><au>Tran, Phuong Hoang</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>One-pot three-component synthesis of 1-amidoalkyl naphthols and polyhydroquinolines using a deep eutectic solvent: a green method and mechanistic insight</atitle><jtitle>New journal of chemistry</jtitle><date>2021-02-01</date><risdate>2021</risdate><volume>45</volume><issue>4</issue><spage>253</spage><epage>259</epage><pages>253-259</pages><issn>1144-0546</issn><eissn>1369-9261</eissn><abstract>The multicomponent synthesis of 1-amidoalkyl naphthols and polyhydroquinolines has been developed as an atom-economic procedure catalyzed by a deep eutectic solvent ([CholineCl][ZnCl
2
]
3
). The reactions proceed smoothly at low temperatures for a short reaction time without the use of toxic and volatile organic solvents. Deep eutectic solvents are capable of not only allowing multicomponent reactions to proceed in high yield but also controlling the selectivity towards desired products. The mechanistic insight was examined by HRMS (ESI) to propose a plausible mechanism. Furthermore, [CholineCl][ZnCl
2
]
3
can be recycled in up to three consecutive cycles with an insignificant loss of catalytic activity under the optimized conditions.
The multicomponent synthesis of 1-amidoalkyl naphthols and polyhydroquinolines has been developed as an atom-economic procedure catalyzed by a deep eutectic solvent ([CholineCl][ZnCl
2
]
3
).</abstract><cop>Cambridge</cop><pub>Royal Society of Chemistry</pub><doi>10.1039/d0nj05687a</doi><tpages>7</tpages><orcidid>https://orcid.org/0000-0002-7319-872X</orcidid><orcidid>https://orcid.org/0000-0002-9865-9051</orcidid></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 1144-0546 |
| ispartof | New journal of chemistry, 2021-02, Vol.45 (4), p.253-259 |
| issn | 1144-0546 1369-9261 |
| language | eng |
| recordid | cdi_rsc_primary_d0nj05687a |
| source | Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
| subjects | Catalytic activity Chemical reactions Eutectics Low temperature Reaction time Selectivity Solvents Synthesis Zinc chloride |
| title | One-pot three-component synthesis of 1-amidoalkyl naphthols and polyhydroquinolines using a deep eutectic solvent: a green method and mechanistic insight |
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