Loading…

Photo-induced radical borylation of hemiacetals via C–C bond cleavage

In this study, we reported a photo-induced radical borylation of hemiacetal derivatives via C–C bond cleavage. This transformation can be realized under mild conditions with simple reaction settings and irradiation of visible light. A series of substrates, including both cyclic and linear hemiacetal...

Full description

Saved in:
Bibliographic Details
Published in:Tetrahedron 2021-01, Vol.80, p.131867, Article 131867
Main Authors: Liu, Qianyi, Zhang, Jianning, Zhang, Lei, Mo, Fanyang
Format: Article
Language:English
Subjects:
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-c363t-a92bf51c8a0b01658bfc64db118074d2c52a2c66eebc9e54f33466a632de5dd3
cites cdi_FETCH-LOGICAL-c363t-a92bf51c8a0b01658bfc64db118074d2c52a2c66eebc9e54f33466a632de5dd3
container_end_page
container_issue
container_start_page 131867
container_title Tetrahedron
container_volume 80
creator Liu, Qianyi
Zhang, Jianning
Zhang, Lei
Mo, Fanyang
description In this study, we reported a photo-induced radical borylation of hemiacetal derivatives via C–C bond cleavage. This transformation can be realized under mild conditions with simple reaction settings and irradiation of visible light. A series of substrates, including both cyclic and linear hemiacetal derivatives, were effectively transformed to the borylation product in moderate to good yields. Finally, the mechanism was studied in detail by DFT calculations, suggesting insight of the radical borylation process. [Display omitted]
doi_str_mv 10.1016/j.tet.2020.131867
format article
fullrecord <record><control><sourceid>elsevier_cross</sourceid><recordid>TN_cdi_crossref_primary_10_1016_j_tet_2020_131867</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><els_id>S004040202031125X</els_id><sourcerecordid>S004040202031125X</sourcerecordid><originalsourceid>FETCH-LOGICAL-c363t-a92bf51c8a0b01658bfc64db118074d2c52a2c66eebc9e54f33466a632de5dd3</originalsourceid><addsrcrecordid>eNp9kEFOwzAQRS0EEqVwAHa-QIrHdtxUrFAEBakSLLq3HHtCHaUxckyl7rgDN-QkuAprVqPRnz_6_xFyC2wBDNRdt0iYFpzxvAuo1PKMzEAqWZQS1DmZMSZZIbN8Sa7GsWOMAXAxI-u3XUih8IP7tOhoNM5b09MmxGNvkg8DDS3d4d4bi8n0Iz14Q-ufr-863wyO2h7NwbzjNblos4w3f3NOtk-P2_q52LyuX-qHTWGFEqkwK960JdjKsCbHLqumtUq6BqBiS-m4LbnhVinExq6wlK0QUimjBHdYOifmBKa3NoZxjNjqj-j3Jh41MH0CoTudQegTCD2ByJ77yYM518Fj1KP1OOS6PqJN2gX_j_sXfktnHg</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype></control><display><type>article</type><title>Photo-induced radical borylation of hemiacetals via C–C bond cleavage</title><source>ScienceDirect Freedom Collection</source><creator>Liu, Qianyi ; Zhang, Jianning ; Zhang, Lei ; Mo, Fanyang</creator><creatorcontrib>Liu, Qianyi ; Zhang, Jianning ; Zhang, Lei ; Mo, Fanyang</creatorcontrib><description>In this study, we reported a photo-induced radical borylation of hemiacetal derivatives via C–C bond cleavage. This transformation can be realized under mild conditions with simple reaction settings and irradiation of visible light. A series of substrates, including both cyclic and linear hemiacetal derivatives, were effectively transformed to the borylation product in moderate to good yields. Finally, the mechanism was studied in detail by DFT calculations, suggesting insight of the radical borylation process. [Display omitted]</description><identifier>ISSN: 0040-4020</identifier><identifier>EISSN: 1464-5416</identifier><identifier>DOI: 10.1016/j.tet.2020.131867</identifier><language>eng</language><publisher>Elsevier Ltd</publisher><subject>Borylation ; C–C bond Cleavage ; Hemiacetal ; Photocatalysis</subject><ispartof>Tetrahedron, 2021-01, Vol.80, p.131867, Article 131867</ispartof><rights>2020 Elsevier Ltd</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c363t-a92bf51c8a0b01658bfc64db118074d2c52a2c66eebc9e54f33466a632de5dd3</citedby><cites>FETCH-LOGICAL-c363t-a92bf51c8a0b01658bfc64db118074d2c52a2c66eebc9e54f33466a632de5dd3</cites><orcidid>0000-0002-4140-3020</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></links><search><creatorcontrib>Liu, Qianyi</creatorcontrib><creatorcontrib>Zhang, Jianning</creatorcontrib><creatorcontrib>Zhang, Lei</creatorcontrib><creatorcontrib>Mo, Fanyang</creatorcontrib><title>Photo-induced radical borylation of hemiacetals via C–C bond cleavage</title><title>Tetrahedron</title><description>In this study, we reported a photo-induced radical borylation of hemiacetal derivatives via C–C bond cleavage. This transformation can be realized under mild conditions with simple reaction settings and irradiation of visible light. A series of substrates, including both cyclic and linear hemiacetal derivatives, were effectively transformed to the borylation product in moderate to good yields. Finally, the mechanism was studied in detail by DFT calculations, suggesting insight of the radical borylation process. [Display omitted]</description><subject>Borylation</subject><subject>C–C bond Cleavage</subject><subject>Hemiacetal</subject><subject>Photocatalysis</subject><issn>0040-4020</issn><issn>1464-5416</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2021</creationdate><recordtype>article</recordtype><recordid>eNp9kEFOwzAQRS0EEqVwAHa-QIrHdtxUrFAEBakSLLq3HHtCHaUxckyl7rgDN-QkuAprVqPRnz_6_xFyC2wBDNRdt0iYFpzxvAuo1PKMzEAqWZQS1DmZMSZZIbN8Sa7GsWOMAXAxI-u3XUih8IP7tOhoNM5b09MmxGNvkg8DDS3d4d4bi8n0Iz14Q-ufr-863wyO2h7NwbzjNblos4w3f3NOtk-P2_q52LyuX-qHTWGFEqkwK960JdjKsCbHLqumtUq6BqBiS-m4LbnhVinExq6wlK0QUimjBHdYOifmBKa3NoZxjNjqj-j3Jh41MH0CoTudQegTCD2ByJ77yYM518Fj1KP1OOS6PqJN2gX_j_sXfktnHg</recordid><startdate>20210129</startdate><enddate>20210129</enddate><creator>Liu, Qianyi</creator><creator>Zhang, Jianning</creator><creator>Zhang, Lei</creator><creator>Mo, Fanyang</creator><general>Elsevier Ltd</general><scope>AAYXX</scope><scope>CITATION</scope><orcidid>https://orcid.org/0000-0002-4140-3020</orcidid></search><sort><creationdate>20210129</creationdate><title>Photo-induced radical borylation of hemiacetals via C–C bond cleavage</title><author>Liu, Qianyi ; Zhang, Jianning ; Zhang, Lei ; Mo, Fanyang</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c363t-a92bf51c8a0b01658bfc64db118074d2c52a2c66eebc9e54f33466a632de5dd3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2021</creationdate><topic>Borylation</topic><topic>C–C bond Cleavage</topic><topic>Hemiacetal</topic><topic>Photocatalysis</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Liu, Qianyi</creatorcontrib><creatorcontrib>Zhang, Jianning</creatorcontrib><creatorcontrib>Zhang, Lei</creatorcontrib><creatorcontrib>Mo, Fanyang</creatorcontrib><collection>CrossRef</collection><jtitle>Tetrahedron</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Liu, Qianyi</au><au>Zhang, Jianning</au><au>Zhang, Lei</au><au>Mo, Fanyang</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Photo-induced radical borylation of hemiacetals via C–C bond cleavage</atitle><jtitle>Tetrahedron</jtitle><date>2021-01-29</date><risdate>2021</risdate><volume>80</volume><spage>131867</spage><pages>131867-</pages><artnum>131867</artnum><issn>0040-4020</issn><eissn>1464-5416</eissn><abstract>In this study, we reported a photo-induced radical borylation of hemiacetal derivatives via C–C bond cleavage. This transformation can be realized under mild conditions with simple reaction settings and irradiation of visible light. A series of substrates, including both cyclic and linear hemiacetal derivatives, were effectively transformed to the borylation product in moderate to good yields. Finally, the mechanism was studied in detail by DFT calculations, suggesting insight of the radical borylation process. [Display omitted]</abstract><pub>Elsevier Ltd</pub><doi>10.1016/j.tet.2020.131867</doi><orcidid>https://orcid.org/0000-0002-4140-3020</orcidid></addata></record>
fulltext fulltext
identifier ISSN: 0040-4020
ispartof Tetrahedron, 2021-01, Vol.80, p.131867, Article 131867
issn 0040-4020
1464-5416
language eng
recordid cdi_crossref_primary_10_1016_j_tet_2020_131867
source ScienceDirect Freedom Collection
subjects Borylation
C–C bond Cleavage
Hemiacetal
Photocatalysis
title Photo-induced radical borylation of hemiacetals via C–C bond cleavage
url http://sfxeu10.hosted.exlibrisgroup.com/loughborough?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-27T09%3A50%3A18IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-elsevier_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Photo-induced%20radical%20borylation%20of%20hemiacetals%20via%20C%E2%80%93C%20bond%20cleavage&rft.jtitle=Tetrahedron&rft.au=Liu,%20Qianyi&rft.date=2021-01-29&rft.volume=80&rft.spage=131867&rft.pages=131867-&rft.artnum=131867&rft.issn=0040-4020&rft.eissn=1464-5416&rft_id=info:doi/10.1016/j.tet.2020.131867&rft_dat=%3Celsevier_cross%3ES004040202031125X%3C/elsevier_cross%3E%3Cgrp_id%3Ecdi_FETCH-LOGICAL-c363t-a92bf51c8a0b01658bfc64db118074d2c52a2c66eebc9e54f33466a632de5dd3%3C/grp_id%3E%3Coa%3E%3C/oa%3E%3Curl%3E%3C/url%3E&rft_id=info:oai/&rft_id=info:pmid/&rfr_iscdi=true