1278579-60-4Relevant articles and documents
Isodesmic C-H Borylation: Perspectives and Proof of Concept of Transfer Borylation Catalysis
Rochette, étienne,Desrosiers, Vincent,Soltani, Yashar,Fontaine, Frédéric-Georges
supporting information, p. 12305 - 12311 (2019/08/20)
The potential advantages of using arylboronic esters as boron sources in C-H borylation are discussed. The concept is showcased using commercially available 2-mercaptopyridine as a metal-free catalyst for the transfer borylation of heteroarenes using arylboronates as borylation agents. The catalysis shows a unique functional group tolerance among C-H borylation reactions, tolerating notably terminal alkene and alkyne functional groups. The mechanistic investigation is also described.
Pinacol boronates by direct arene borylation with borenium cations
Del Grosso, Alessandro,Singleton, Paul J.,Muryn, Christopher A.,Ingleson, Michael J.
, p. 2102 - 2106 (2011/04/22)
Borenium does it direct: A boron analogue of the Friedel-Crafts reaction uses inexpensive catecholatoborenium cations that are sufficiently electrophilic to borylate arenes by electrophilic aromatic substitution. The direct arene borylation proceeds with high regioselectivity for a range of anilines, N-heterocycles, and thiophenes. Subsequent one-pot transesterification provides the synthetically useful pinacol boronate esters (see scheme).