Visible-light-mediated one-pot efficient synthesis of 1-aryl-1H,3H-thiazolo[3,4-a]benzimidazoles: a metal-free photochemical approach in aqueous ethanol
A new metal-free approach to construct medicinally valuable 1-aryl-1 H ,3 H -thiazolo[3,4- a ]benzimidazoles under visible light irradiation in aqueous ethanol medium at room temperature has been developed. The present process was performed with 1,2-phenylenediamines, aromatic aldehydes and 2-mercap...
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| Veröffentlicht in: | Molecular diversity 2021-11, Vol.25 (4), p.2479-2486 |
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| container_title | Molecular diversity |
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| creator | Nazeef, Mohd Shivhare, Km Neha Ali, Shabir Ansari, Saif Siddiqui, I. R. |
| description | A new metal-free approach to construct medicinally valuable 1-aryl-1
H
,3
H
-thiazolo[3,4-
a
]benzimidazoles under visible light irradiation in aqueous ethanol medium at room temperature has been developed. The present process was performed with 1,2-phenylenediamines, aromatic aldehydes and 2-mercaptoacetic acid utilizing a simple household 22 W compact fluorescent lamp to generate C–S, C–N bonds through radical intermediates. This visible-light-promoted synthesis provides lower cost, operation simplicity and high functional groups tolerating ability with short reaction time and high yield under mild reaction conditions.
Graphic abstract |
| doi_str_mv | 10.1007/s11030-020-10145-8 |
| format | Article |
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H
,3
H
-thiazolo[3,4-
a
]benzimidazoles under visible light irradiation in aqueous ethanol medium at room temperature has been developed. The present process was performed with 1,2-phenylenediamines, aromatic aldehydes and 2-mercaptoacetic acid utilizing a simple household 22 W compact fluorescent lamp to generate C–S, C–N bonds through radical intermediates. This visible-light-promoted synthesis provides lower cost, operation simplicity and high functional groups tolerating ability with short reaction time and high yield under mild reaction conditions.
Graphic abstract</description><identifier>ISSN: 1381-1991</identifier><identifier>EISSN: 1573-501X</identifier><identifier>DOI: 10.1007/s11030-020-10145-8</identifier><identifier>PMID: 32980996</identifier><language>eng</language><publisher>Cham: Springer International Publishing</publisher><subject>Acids ; Benzimidazoles - chemical synthesis ; Benzimidazoles - chemistry ; Biochemistry ; Biomedical and Life Sciences ; Chemical reactions ; Chemistry ; Chemistry Techniques, Synthetic ; Ethanol ; Ethanol - chemistry ; Hydrocarbons ; Life Sciences ; Light ; Light emitting diodes ; Organic Chemistry ; Pharmacy ; Photochemical Processes ; Polymer Sciences ; Short Communication ; Solvents ; Temperature effects ; Water - chemistry</subject><ispartof>Molecular diversity, 2021-11, Vol.25 (4), p.2479-2486</ispartof><rights>Springer Nature Switzerland AG 2020</rights><rights>2020. Springer Nature Switzerland AG.</rights><rights>Springer Nature Switzerland AG 2020.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c342t-5ab97d49f399fe5c1dd262c47d09c90b07ffa3bbec86f70b1fa4737165f3ca1e3</citedby><cites>FETCH-LOGICAL-c342t-5ab97d49f399fe5c1dd262c47d09c90b07ffa3bbec86f70b1fa4737165f3ca1e3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://link.springer.com/content/pdf/10.1007/s11030-020-10145-8$$EPDF$$P50$$Gspringer$$H</linktopdf><linktohtml>$$Uhttps://link.springer.com/10.1007/s11030-020-10145-8$$EHTML$$P50$$Gspringer$$H</linktohtml><link.rule.ids>314,780,784,27923,27924,41487,42556,51318</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/32980996$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Nazeef, Mohd</creatorcontrib><creatorcontrib>Shivhare, Km Neha</creatorcontrib><creatorcontrib>Ali, Shabir</creatorcontrib><creatorcontrib>Ansari, Saif</creatorcontrib><creatorcontrib>Siddiqui, I. R.</creatorcontrib><title>Visible-light-mediated one-pot efficient synthesis of 1-aryl-1H,3H-thiazolo[3,4-a]benzimidazoles: a metal-free photochemical approach in aqueous ethanol</title><title>Molecular diversity</title><addtitle>Mol Divers</addtitle><addtitle>Mol Divers</addtitle><description>A new metal-free approach to construct medicinally valuable 1-aryl-1
H
,3
H
-thiazolo[3,4-
a
]benzimidazoles under visible light irradiation in aqueous ethanol medium at room temperature has been developed. The present process was performed with 1,2-phenylenediamines, aromatic aldehydes and 2-mercaptoacetic acid utilizing a simple household 22 W compact fluorescent lamp to generate C–S, C–N bonds through radical intermediates. This visible-light-promoted synthesis provides lower cost, operation simplicity and high functional groups tolerating ability with short reaction time and high yield under mild reaction conditions.
Graphic abstract</description><subject>Acids</subject><subject>Benzimidazoles - chemical synthesis</subject><subject>Benzimidazoles - chemistry</subject><subject>Biochemistry</subject><subject>Biomedical and Life Sciences</subject><subject>Chemical reactions</subject><subject>Chemistry</subject><subject>Chemistry Techniques, Synthetic</subject><subject>Ethanol</subject><subject>Ethanol - chemistry</subject><subject>Hydrocarbons</subject><subject>Life Sciences</subject><subject>Light</subject><subject>Light emitting diodes</subject><subject>Organic Chemistry</subject><subject>Pharmacy</subject><subject>Photochemical Processes</subject><subject>Polymer Sciences</subject><subject>Short Communication</subject><subject>Solvents</subject><subject>Temperature effects</subject><subject>Water - chemistry</subject><issn>1381-1991</issn><issn>1573-501X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2021</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><sourceid>ABUWG</sourceid><sourceid>AFKRA</sourceid><sourceid>AZQEC</sourceid><sourceid>BENPR</sourceid><sourceid>CCPQU</sourceid><sourceid>DWQXO</sourceid><sourceid>GNUQQ</sourceid><recordid>eNp9Uctu1TAQtSoQffEDXSBLbGuYifNyd6gqvUiV2ACqVFWW44wbV0mcxr6L9kv4XFxugR2rGc2cc2Z0DmMnCB8QoPkYEUGCgAIEApaVaPfYAVaNFBXg9avcyxYFKoX77DDGe4BMQ_mG7ctCtaBUfcB-_vDRdyOJ0d8NSUzUe5Oo52EmsYTEyTlvPc2Jx8c5DRR95MFxFGZ9HAVuTuVGpMGbpzCGG3laCnPb0fzkJ98_zyieccMnSmYUbiXiyxBSsANN3pqRm2VZg7ED9zM3D1sK28gpDWYO4zF77cwY6e1LPWLfP198O9-Iq6-XX84_XQkryyKJynSq6UvlpFKOKot9X9SFLZselFXQQeOckV1Htq1dAx06Uzaywbpy0hokecTe73TzJ_mDmPR92K5zPqmLqq3rWrYFZlSxQ9k1xLiS08vqp-yBRtDPYehdGDqHoX-HodtMevcive2ysX8pf9zPALkDxLya72j9d_s_sr8AnMeXRg</recordid><startdate>20211101</startdate><enddate>20211101</enddate><creator>Nazeef, Mohd</creator><creator>Shivhare, Km Neha</creator><creator>Ali, Shabir</creator><creator>Ansari, Saif</creator><creator>Siddiqui, I. 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R.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Visible-light-mediated one-pot efficient synthesis of 1-aryl-1H,3H-thiazolo[3,4-a]benzimidazoles: a metal-free photochemical approach in aqueous ethanol</atitle><jtitle>Molecular diversity</jtitle><stitle>Mol Divers</stitle><addtitle>Mol Divers</addtitle><date>2021-11-01</date><risdate>2021</risdate><volume>25</volume><issue>4</issue><spage>2479</spage><epage>2486</epage><pages>2479-2486</pages><issn>1381-1991</issn><eissn>1573-501X</eissn><abstract>A new metal-free approach to construct medicinally valuable 1-aryl-1
H
,3
H
-thiazolo[3,4-
a
]benzimidazoles under visible light irradiation in aqueous ethanol medium at room temperature has been developed. The present process was performed with 1,2-phenylenediamines, aromatic aldehydes and 2-mercaptoacetic acid utilizing a simple household 22 W compact fluorescent lamp to generate C–S, C–N bonds through radical intermediates. This visible-light-promoted synthesis provides lower cost, operation simplicity and high functional groups tolerating ability with short reaction time and high yield under mild reaction conditions.
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| fulltext | fulltext |
| identifier | ISSN: 1381-1991 |
| ispartof | Molecular diversity, 2021-11, Vol.25 (4), p.2479-2486 |
| issn | 1381-1991 1573-501X |
| language | eng |
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| source | MEDLINE; SpringerLink Journals - AutoHoldings |
| subjects | Acids Benzimidazoles - chemical synthesis Benzimidazoles - chemistry Biochemistry Biomedical and Life Sciences Chemical reactions Chemistry Chemistry Techniques, Synthetic Ethanol Ethanol - chemistry Hydrocarbons Life Sciences Light Light emitting diodes Organic Chemistry Pharmacy Photochemical Processes Polymer Sciences Short Communication Solvents Temperature effects Water - chemistry |
| title | Visible-light-mediated one-pot efficient synthesis of 1-aryl-1H,3H-thiazolo[3,4-a]benzimidazoles: a metal-free photochemical approach in aqueous ethanol |
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