Decarboxylative Borylation of m CPBA-Activated Aliphatic Acids

A decarboxylative borylation of aliphatic acids for the synthesis of a variety of alkylboronates has been developed by mixing -chloroperoxybenzoic acid ( CPBA)-activated fatty acids with bis(catecholato)diboron in , -dimethylformamide (DMF) at room temperature. A radical chain process is involved in...

Full description

Saved in:
Bibliographic Details
Published in:Organic letters 2020-01, Vol.22 (1), p.234-238
Main Authors: Wei, Dian, Liu, Tu-Ming, Zhou, Bo, Han, Bing
Format: Article
Language:English
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
cited_by cdi_FETCH-LOGICAL-c1171-4a12928fa9470a105a0834e0a79bba832ad623a47db5902728b26cd15e25601c3
cites cdi_FETCH-LOGICAL-c1171-4a12928fa9470a105a0834e0a79bba832ad623a47db5902728b26cd15e25601c3
container_end_page 238
container_issue 1
container_start_page 234
container_title Organic letters
container_volume 22
creator Wei, Dian
Liu, Tu-Ming
Zhou, Bo
Han, Bing
description A decarboxylative borylation of aliphatic acids for the synthesis of a variety of alkylboronates has been developed by mixing -chloroperoxybenzoic acid ( CPBA)-activated fatty acids with bis(catecholato)diboron in , -dimethylformamide (DMF) at room temperature. A radical chain process is involved in the reaction which initiates from the B-B bond homolysis followed by the radical transfer from the boron atom to the carbon atom with subsequent decarboxylation and borylation.
doi_str_mv 10.1021/acs.orglett.9b04218
format article
fullrecord <record><control><sourceid>pubmed_cross</sourceid><recordid>TN_cdi_crossref_primary_10_1021_acs_orglett_9b04218</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>31849231</sourcerecordid><originalsourceid>FETCH-LOGICAL-c1171-4a12928fa9470a105a0834e0a79bba832ad623a47db5902728b26cd15e25601c3</originalsourceid><addsrcrecordid>eNo9kNtKw0AQhhdRbK0-gSB5gcSZ2Zz2RkjrEQp6oddhdrPRSGLKbhT79kYbezU_8_MNzCfEOUKEQHjJxke9e23tMERKQ0yYH4g5JiTDDBI63OcUZuLE-3cAHDfqWMwk5rEiiXNxdW0NO91_b1semi8bLHv3F_uPoK-DLlg9LYuwMGPHg62Com02b2NtgsI0lT8VRzW33p5NcyFebm-eV_fh-vHuYVWsQ4OYYRgzkqK8ZhVnwAgJQy5jC5wprTmXxFVKkuOs0okCyijXlJoKE0tJCmjkQsjdXeN6752ty41rOnbbEqH8tVGONsrJRjnZGKmLHbX51J2t9sz_-_IHpiZcvQ</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype></control><display><type>article</type><title>Decarboxylative Borylation of m CPBA-Activated Aliphatic Acids</title><source>American Chemical Society:Jisc Collections:American Chemical Society Read &amp; Publish Agreement 2022-2024 (Reading list)</source><creator>Wei, Dian ; Liu, Tu-Ming ; Zhou, Bo ; Han, Bing</creator><creatorcontrib>Wei, Dian ; Liu, Tu-Ming ; Zhou, Bo ; Han, Bing</creatorcontrib><description>A decarboxylative borylation of aliphatic acids for the synthesis of a variety of alkylboronates has been developed by mixing -chloroperoxybenzoic acid ( CPBA)-activated fatty acids with bis(catecholato)diboron in , -dimethylformamide (DMF) at room temperature. A radical chain process is involved in the reaction which initiates from the B-B bond homolysis followed by the radical transfer from the boron atom to the carbon atom with subsequent decarboxylation and borylation.</description><identifier>ISSN: 1523-7060</identifier><identifier>EISSN: 1523-7052</identifier><identifier>DOI: 10.1021/acs.orglett.9b04218</identifier><identifier>PMID: 31849231</identifier><language>eng</language><publisher>United States</publisher><ispartof>Organic letters, 2020-01, Vol.22 (1), p.234-238</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c1171-4a12928fa9470a105a0834e0a79bba832ad623a47db5902728b26cd15e25601c3</citedby><cites>FETCH-LOGICAL-c1171-4a12928fa9470a105a0834e0a79bba832ad623a47db5902728b26cd15e25601c3</cites><orcidid>0000-0003-0507-9742 ; 0000-0002-8713-5906</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/31849231$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Wei, Dian</creatorcontrib><creatorcontrib>Liu, Tu-Ming</creatorcontrib><creatorcontrib>Zhou, Bo</creatorcontrib><creatorcontrib>Han, Bing</creatorcontrib><title>Decarboxylative Borylation of m CPBA-Activated Aliphatic Acids</title><title>Organic letters</title><addtitle>Org Lett</addtitle><description>A decarboxylative borylation of aliphatic acids for the synthesis of a variety of alkylboronates has been developed by mixing -chloroperoxybenzoic acid ( CPBA)-activated fatty acids with bis(catecholato)diboron in , -dimethylformamide (DMF) at room temperature. A radical chain process is involved in the reaction which initiates from the B-B bond homolysis followed by the radical transfer from the boron atom to the carbon atom with subsequent decarboxylation and borylation.</description><issn>1523-7060</issn><issn>1523-7052</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><recordid>eNo9kNtKw0AQhhdRbK0-gSB5gcSZ2Zz2RkjrEQp6oddhdrPRSGLKbhT79kYbezU_8_MNzCfEOUKEQHjJxke9e23tMERKQ0yYH4g5JiTDDBI63OcUZuLE-3cAHDfqWMwk5rEiiXNxdW0NO91_b1semi8bLHv3F_uPoK-DLlg9LYuwMGPHg62Com02b2NtgsI0lT8VRzW33p5NcyFebm-eV_fh-vHuYVWsQ4OYYRgzkqK8ZhVnwAgJQy5jC5wprTmXxFVKkuOs0okCyijXlJoKE0tJCmjkQsjdXeN6752ty41rOnbbEqH8tVGONsrJRjnZGKmLHbX51J2t9sz_-_IHpiZcvQ</recordid><startdate>20200103</startdate><enddate>20200103</enddate><creator>Wei, Dian</creator><creator>Liu, Tu-Ming</creator><creator>Zhou, Bo</creator><creator>Han, Bing</creator><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><orcidid>https://orcid.org/0000-0003-0507-9742</orcidid><orcidid>https://orcid.org/0000-0002-8713-5906</orcidid></search><sort><creationdate>20200103</creationdate><title>Decarboxylative Borylation of m CPBA-Activated Aliphatic Acids</title><author>Wei, Dian ; Liu, Tu-Ming ; Zhou, Bo ; Han, Bing</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c1171-4a12928fa9470a105a0834e0a79bba832ad623a47db5902728b26cd15e25601c3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Wei, Dian</creatorcontrib><creatorcontrib>Liu, Tu-Ming</creatorcontrib><creatorcontrib>Zhou, Bo</creatorcontrib><creatorcontrib>Han, Bing</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><jtitle>Organic letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Wei, Dian</au><au>Liu, Tu-Ming</au><au>Zhou, Bo</au><au>Han, Bing</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Decarboxylative Borylation of m CPBA-Activated Aliphatic Acids</atitle><jtitle>Organic letters</jtitle><addtitle>Org Lett</addtitle><date>2020-01-03</date><risdate>2020</risdate><volume>22</volume><issue>1</issue><spage>234</spage><epage>238</epage><pages>234-238</pages><issn>1523-7060</issn><eissn>1523-7052</eissn><abstract>A decarboxylative borylation of aliphatic acids for the synthesis of a variety of alkylboronates has been developed by mixing -chloroperoxybenzoic acid ( CPBA)-activated fatty acids with bis(catecholato)diboron in , -dimethylformamide (DMF) at room temperature. A radical chain process is involved in the reaction which initiates from the B-B bond homolysis followed by the radical transfer from the boron atom to the carbon atom with subsequent decarboxylation and borylation.</abstract><cop>United States</cop><pmid>31849231</pmid><doi>10.1021/acs.orglett.9b04218</doi><tpages>5</tpages><orcidid>https://orcid.org/0000-0003-0507-9742</orcidid><orcidid>https://orcid.org/0000-0002-8713-5906</orcidid></addata></record>
fulltext fulltext
identifier ISSN: 1523-7060
ispartof Organic letters, 2020-01, Vol.22 (1), p.234-238
issn 1523-7060
1523-7052
language eng
recordid cdi_crossref_primary_10_1021_acs_orglett_9b04218
source American Chemical Society:Jisc Collections:American Chemical Society Read & Publish Agreement 2022-2024 (Reading list)
title Decarboxylative Borylation of m CPBA-Activated Aliphatic Acids
url http://sfxeu10.hosted.exlibrisgroup.com/loughborough?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-23T17%3A48%3A31IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-pubmed_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Decarboxylative%20Borylation%20of%20m%20CPBA-Activated%20Aliphatic%20Acids&rft.jtitle=Organic%20letters&rft.au=Wei,%20Dian&rft.date=2020-01-03&rft.volume=22&rft.issue=1&rft.spage=234&rft.epage=238&rft.pages=234-238&rft.issn=1523-7060&rft.eissn=1523-7052&rft_id=info:doi/10.1021/acs.orglett.9b04218&rft_dat=%3Cpubmed_cross%3E31849231%3C/pubmed_cross%3E%3Cgrp_id%3Ecdi_FETCH-LOGICAL-c1171-4a12928fa9470a105a0834e0a79bba832ad623a47db5902728b26cd15e25601c3%3C/grp_id%3E%3Coa%3E%3C/oa%3E%3Curl%3E%3C/url%3E&rft_id=info:oai/&rft_id=info:pmid/31849231&rfr_iscdi=true