A Photochemical Route to 2‑Substituted Benzo[b]furans
2-Substituted benzo[b]furans were synthesized by a one-step metal-free photochemical reaction between 2-chlorophenol derivatives and terminal alkynes by tandem formation of an aryl-C and a C–O bond via an aryl cation intermediate. The mild conditions and the application to chlorophenols rather of...
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| Veröffentlicht in: | Journal of organic chemistry 2012-08, Vol.77 (15), p.6473-6479 |
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| container_end_page | 6479 |
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| container_issue | 15 |
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| container_title | Journal of organic chemistry |
| container_volume | 77 |
| creator | Protti, Stefano Fagnoni, Maurizio Albini, Angelo |
| description | 2-Substituted benzo[b]furans were synthesized by a one-step metal-free photochemical reaction between 2-chlorophenol derivatives and terminal alkynes by tandem formation of an aryl-C and a C–O bond via an aryl cation intermediate. The mild conditions and the application to chlorophenols rather of the more expensive bromo or iodo analogues makes this procedure environmentally convenient. |
| doi_str_mv | 10.1021/jo3010183 |
| format | Article |
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Org. Chem</addtitle><description>2-Substituted benzo[b]furans were synthesized by a one-step metal-free photochemical reaction between 2-chlorophenol derivatives and terminal alkynes by tandem formation of an aryl-C and a C–O bond via an aryl cation intermediate. The mild conditions and the application to chlorophenols rather of the more expensive bromo or iodo analogues makes this procedure environmentally convenient.</description><subject>Benzofurans - chemical synthesis</subject><subject>Benzofurans - chemistry</subject><subject>Chemistry</subject><subject>Exact sciences and technology</subject><subject>General and physical chemistry</subject><subject>Heterocyclic compounds</subject><subject>Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives</subject><subject>Molecular Structure</subject><subject>Organic chemistry</subject><subject>Photochemical Processes</subject><subject>Photochemistry</subject><subject>Physical chemistry of induced reactions (with radiations, particles and ultrasonics)</subject><subject>Preparations and properties</subject><subject>Quantum Theory</subject><issn>0022-3263</issn><issn>1520-6904</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2012</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNptkMtKAzEUhoMotlYXvoDMRtDFaE6uM8tavEFB8bISGZI0oVNmmjqZWejKV_AVfRJTWu3Gsznw8_EfzofQIeAzwATOZ55iwJDRLdQHTnAqcsy2UR9jQlJKBO2hvRBmOA7nfBf1CJGSSSH7SA6T-6lvvZnaujSqSh5819qk9Qn5_vx67HRoyzYmk-TCzj_8i351XaPmYR_tOFUFe7DeA_R8dfk0uknHd9e3o-E4VQygTWmu5QSTnGniTIwMYxxMhkFrYEY7yyWzktNMg5AuzzR1VGRGSm2N4ILQATpZ9S4a_9bZ0BZ1GYytKjW3vgsFYArAJWZL9HSFmsaH0FhXLJqyVs17hIqlp-LPU2SP1rWdru3kj_wVE4HjNaBC1OLiz6YMG04QwjhmG06ZEPu7Zh5t_HPwB-D3ehc</recordid><startdate>20120803</startdate><enddate>20120803</enddate><creator>Protti, Stefano</creator><creator>Fagnoni, Maurizio</creator><creator>Albini, Angelo</creator><general>American Chemical Society</general><scope>IQODW</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>20120803</creationdate><title>A Photochemical Route to 2‑Substituted Benzo[b]furans</title><author>Protti, Stefano ; Fagnoni, Maurizio ; Albini, Angelo</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a411t-39b7d0294b2fca41c4451c801bb14cbfe574e7538b167f98b3f368c77bec65623</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2012</creationdate><topic>Benzofurans - chemical synthesis</topic><topic>Benzofurans - chemistry</topic><topic>Chemistry</topic><topic>Exact sciences and technology</topic><topic>General and physical chemistry</topic><topic>Heterocyclic compounds</topic><topic>Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives</topic><topic>Molecular Structure</topic><topic>Organic chemistry</topic><topic>Photochemical Processes</topic><topic>Photochemistry</topic><topic>Physical chemistry of induced reactions (with radiations, particles and ultrasonics)</topic><topic>Preparations and properties</topic><topic>Quantum Theory</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Protti, Stefano</creatorcontrib><creatorcontrib>Fagnoni, Maurizio</creatorcontrib><creatorcontrib>Albini, Angelo</creatorcontrib><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Journal of organic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Protti, Stefano</au><au>Fagnoni, Maurizio</au><au>Albini, Angelo</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>A Photochemical Route to 2‑Substituted Benzo[b]furans</atitle><jtitle>Journal of organic chemistry</jtitle><addtitle>J. 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| language | eng |
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| source | ACS Publications; MEDLINE |
| subjects | Benzofurans - chemical synthesis Benzofurans - chemistry Chemistry Exact sciences and technology General and physical chemistry Heterocyclic compounds Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives Molecular Structure Organic chemistry Photochemical Processes Photochemistry Physical chemistry of induced reactions (with radiations, particles and ultrasonics) Preparations and properties Quantum Theory |
| title | A Photochemical Route to 2‑Substituted Benzo[b]furans |
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