Transition metal- and light-free radical borylation of alkyl bromides and iodides using silane
We report operationally simple and neutral conditions for borylation of alkyl bromides and iodides to alkyl boronic esters under transition metal- and light-free conditions. A series of substrates with a wide range of functional groups were effectively transformed into the borylation products in mod...
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| Veröffentlicht in: | Chemical communications (Cambridge, England) England), 2021-06, Vol.57 (46), p.5674-5677 |
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| container_issue | 46 |
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| container_title | Chemical communications (Cambridge, England) |
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| creator | Sun, Beiqi Zheng, Sihan Mo, Fanyang |
| description | We report operationally simple and neutral conditions for borylation of alkyl bromides and iodides to alkyl boronic esters under transition metal- and light-free conditions. A series of substrates with a wide range of functional groups were effectively transformed into the borylation products in moderate to good yields. Mechanistic studies, including radical clock experiments and DFT calculations, gave detailed insight into the radical borylation process.
We report operationally simple and neutral conditions for borylation of alkyl bromides and iodides to alkyl boronic esters under transition metal- and light-free conditions. |
| doi_str_mv | 10.1039/d1cc02134f |
| format | Article |
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We report operationally simple and neutral conditions for borylation of alkyl bromides and iodides to alkyl boronic esters under transition metal- and light-free conditions.</description><subject>Bromides</subject><subject>Crystallography</subject><subject>Esters</subject><subject>Free radicals</subject><subject>Functional groups</subject><subject>Iodides</subject><subject>Substrates</subject><subject>Transition metals</subject><issn>1359-7345</issn><issn>1364-548X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2021</creationdate><recordtype>article</recordtype><recordid>eNpd0UtLxDAQAOAgiu-Ld6XgRYRqptM06VHWJyx4WcGTJeah0bbRpD3svze76wPMJcPkyzCZEHIA9Awo1ucalKIFYGnXyDZgVeasFI_ri5jVOceSbZGdGN9oWsDEJtlCrLmglG-Tp1mQfXSD833WmUG2eSZ7nbXu5XXIbTAmC1I7Jdvs2Yd5K5fQ20y27_OUC75z2sTlHef1Mh6j61-y6FrZmz2yYWUbzf73vkserq9mk9t8en9zN7mY5gqRD7nAqmIcTCloVQmrlVWskAVHBASuOddUAxpbAmO0FLVCirKuQVmodGEL3CUnq7ofwX-OJg5N56Iy7aIHP8amYEUF6dVYJnr8j775MfSpu6RQgEAqIKnTlVLBxxiMbT6C62SYN0CbxdSbS5hMllO_Tvjou-T43Bn9S3_GnMDhCoSofk__vg2_AAxshQA</recordid><startdate>20210608</startdate><enddate>20210608</enddate><creator>Sun, Beiqi</creator><creator>Zheng, Sihan</creator><creator>Mo, Fanyang</creator><general>Royal Society of Chemistry</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0002-4140-3020</orcidid></search><sort><creationdate>20210608</creationdate><title>Transition metal- and light-free radical borylation of alkyl bromides and iodides using silane</title><author>Sun, Beiqi ; Zheng, Sihan ; Mo, Fanyang</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c337t-8366571e480668fdcfc52a27331317d77d0d13ef41550489c303a991cf16d2f23</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2021</creationdate><topic>Bromides</topic><topic>Crystallography</topic><topic>Esters</topic><topic>Free radicals</topic><topic>Functional groups</topic><topic>Iodides</topic><topic>Substrates</topic><topic>Transition metals</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Sun, Beiqi</creatorcontrib><creatorcontrib>Zheng, Sihan</creatorcontrib><creatorcontrib>Mo, Fanyang</creatorcontrib><collection>PubMed</collection><collection>CrossRef</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><collection>MEDLINE - Academic</collection><jtitle>Chemical communications (Cambridge, England)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Sun, Beiqi</au><au>Zheng, Sihan</au><au>Mo, Fanyang</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Transition metal- and light-free radical borylation of alkyl bromides and iodides using silane</atitle><jtitle>Chemical communications (Cambridge, England)</jtitle><addtitle>Chem Commun (Camb)</addtitle><date>2021-06-08</date><risdate>2021</risdate><volume>57</volume><issue>46</issue><spage>5674</spage><epage>5677</epage><pages>5674-5677</pages><issn>1359-7345</issn><eissn>1364-548X</eissn><abstract>We report operationally simple and neutral conditions for borylation of alkyl bromides and iodides to alkyl boronic esters under transition metal- and light-free conditions. A series of substrates with a wide range of functional groups were effectively transformed into the borylation products in moderate to good yields. Mechanistic studies, including radical clock experiments and DFT calculations, gave detailed insight into the radical borylation process.
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| fulltext | fulltext |
| identifier | ISSN: 1359-7345 |
| ispartof | Chemical communications (Cambridge, England), 2021-06, Vol.57 (46), p.5674-5677 |
| issn | 1359-7345 1364-548X |
| language | eng |
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| source | Royal Society Of Chemistry Journals; Alma/SFX Local Collection |
| subjects | Bromides Crystallography Esters Free radicals Functional groups Iodides Substrates Transition metals |
| title | Transition metal- and light-free radical borylation of alkyl bromides and iodides using silane |
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