Synthetic applications of arylboronic acid via an aryl radical transfer pathway

2013 ◽  
Vol 11 (46) ◽  
pp. 7999 ◽  
Author(s):  
Guobing Yan ◽  
Minghua Yang ◽  
Xiangmei Wu
Keyword(s):  
Aryl Radical ◽  
Arylboronic Acid ◽  
Radical Transfer

ChemInform Abstract: Synthetic Applications of Arylboronic Acid via an Aryl Radical Transfer Pathway

ChemInform ◽  
2014 ◽  
Vol 45 (4) ◽  
pp. no-no
Author(s):  
Guobing Yan ◽  
Minghua Yang ◽  
Xiangmei Wu
Keyword(s):  
Aryl Radical ◽  
Arylboronic Acid ◽  
Radical Transfer

Iron-Catalyzed Direct Arylation through an Aryl Radical Transfer Pathway

2010 ◽  
Vol 132 (5) ◽  
pp. 1514-1516 ◽  
Author(s):  
Frédéric Vallée ◽  
James J. Mousseau ◽  
André B. Charette
Keyword(s):  
Aryl Radical ◽  
Direct Arylation ◽  
Radical Transfer

Iron-mediated direct arylation with arylboronic acids through an aryl radical transfer pathway

2012 ◽  
Vol 48 (96) ◽  
pp. 11769 ◽  
Author(s):  
Jian Wang ◽  
Shan Wang ◽  
Gao Wang ◽  
Ji Zhang ◽  
Xiao-Qi Yu
Keyword(s):  
Aryl Radical ◽  
Direct Arylation ◽  
Arylboronic Acids ◽  
Radical Transfer

Cross-coupling of sulfonic acid derivatives via aryl-radical transfer (ART) using TTMSS or photoredox

2018 ◽  
Vol 5 (1) ◽  
pp. 64-69 ◽  
Author(s):  
Eric D. Nacsa ◽  
Tristan H. Lambert
Keyword(s):  
Sulfonic Acid ◽  
Room Temperature ◽  
Cross Coupling ◽  
Aryl Radical ◽  
Radical Transfer ◽  
Biaryl Compounds

The intramolecular cross-coupling of sulfonic acid derivatives occurs in the presence of tris(trimethylsilyl)silane (TTMSS) at room temperature and in air to form biaryl compounds. A photoredox-catalyzed procedure is also described. These protocols provide mild and convenient alternatives to standard tin-mediated reactions.

ChemInform Abstract: Iron-Mediated Direct Arylation with Arylboronic Acids Through an Aryl Radical Transfer Pathway.

ChemInform ◽  
2013 ◽  
Vol 44 (14) ◽  
pp. no-no
Author(s):  
Jian Wang ◽  
Shan Wang ◽  
Gao Wang ◽  
Ji Zhang ◽  
Xiao-Qi Yu
Keyword(s):  
Aryl Radical ◽  
Direct Arylation ◽  
Arylboronic Acids ◽  
Radical Transfer

ChemInform Abstract: Iron-Catalyzed Direct Arylation Through an Aryl Radical Transfer Pathway.

ChemInform ◽  
2010 ◽  
Vol 41 (29) ◽  
pp. no-no
Author(s):  
Frederic Vallee ◽  
James J. Mousseau ◽  
Andre B. Charette
Keyword(s):  
Aryl Radical ◽  
Direct Arylation ◽  
Radical Transfer

Arylboronic Acid-Catalyzed C-Allylation of Unprotected Oximes

2019 ◽  
Author(s):  
Juha Siitonen ◽  
Padmanabha V. Kattamuri ◽  
Muhammed Yousufuddin ◽  
Laszlo Kurti
Keyword(s):  
Total Synthesis ◽  
Acid Catalysts ◽  
Mechanistic Studies ◽  
Arylboronic Acid ◽  
Synthetic Utility ◽  
Acid Catalyzed

Unprotected keto- and aldoximes are readily <i>C</i>-allylated with allyl diisopropyl boronate in the presence of arylboronic acid catalysts to yield highly-substituted <i>N</i>-alpha-secondary (2°) and tertiary (3°) hydroxylamines. The method’s synthetic utility is demonstrated with the total synthesis of the trace alkaloid <i>N</i>-methyl-euphococcine. Preliminary experimental and computational mechanistic studies point toward the formation of a boroxine as the active allylating species.<br>

scholarly journals A solvent-dependent chirality-switchable thia-Michael addition to α,β-unsaturated carboxylic acids using a chiral multifunctional thiourea catalyst

2020 ◽  
Vol 11 (21) ◽  
pp. 5572-5576 ◽  
Author(s):  
Noboru Hayama ◽  
Yusuke Kobayashi ◽  
Eriko Sekimoto ◽  
Anna Miyazaki ◽  
Kiyofumi Inamoto ◽  
...  
Keyword(s):  
Carboxylic Acids ◽  
Tertiary Amine ◽  
Michael Addition ◽  
Arylboronic Acid ◽  
Unsaturated Carboxylic Acids

An asymmetric thia-Michael addition of arylthiols to α,β-unsaturated carboxylic acids using a thiourea catalyst that bears arylboronic acid and tertiary amine moieties is reported.

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