154237-63-5Relevant academic research and scientific papers
Silver-Catalyzed Minisci Reactions Using Selectfluor as a Mild Oxidant
Galloway, Jordan D.,Mai, Duy N.,Baxter, Ryan D.
supporting information, p. 5772 - 5775 (2017/11/10)
A new method for silver-catalyzed Minisci reactions using Selectfluor as a mild oxidant is reported. Heteroarenes and quinones both participate in radical C-H alkylation and arylation from a variety of carboxylic and boronic acid radical precursors. Several oxidatively sensitive and highly reactive radical species are successful, providing structures that are challenging to access by other means.
Lewis acid-catalyzed borono-minisci reactions of arylboronic acids and heterocycles
Biaco, Joyce L.,Jones, Savannah L.,Barker, Timothy J.
, p. 1687 - 1697 (2016/10/12)
A Lewis acid-catalyzed Minisci reaction between arylboronic acids and heterocycles has been developed. This radical-coupling reaction was demonstrated employing several different heterocycles as well as electron-rich arylboronic acids. Quinoline substrates afforded modest regioselectivity for substitution at the 4-position under the reaction conditions, in contrast to previously reported Br?nsted acid-mediated reactions with quinoline substrates that favored substitution at the 2-position.
Iron-mediated direct arylation with arylboronic acids through an aryl radical transfer pathway
Wang, Jian,Wang, Shan,Wang, Gao,Zhang, Ji,Yu, Xiao-Qi
supporting information, p. 11769 - 11771 (2013/01/15)
A novel iron-mediated direct C-H arylation of quinones and pyridine analogues with arylboronic acids has been developed using dichloromethane and water as solvents at ambient temperature. FeS is employed and serves as an efficient catalyst. A detailed reaction mechanism is speculated and expounded.
Direct C-H arylation of electron-deficient heterocycles with arylboronic acids
Seiple, Ian B.,Su, Shun,Rodriguez, Rodrigo A.,Gianatassio, Ryan,Fujiwara, Yuta,Sobel, Adam L.,Baran, Phil S.
supporting information; experimental part, p. 13194 - 13196 (2010/11/05)
A direct arylation of a variety of electron-deficient heterocycles with arylboronic acids has been developed. This new reaction proceeds readily at room temperature using inexpensive reagents: catalytic silver(I) nitrate in the presence of persulfate co-oxidant. The scope with respect to heterocycle and boronic acid coupling partner is broad, and sensitive functional groups are tolerated. This method allows for rapid access to a variety of arylated heterocycles that would be more difficult to access with traditional methods.
