1850305-80-4Relevant academic research and scientific papers
Electrochemically promoted decarboxylative borylation of alkyl N-hydroxyphthalimide esters
Dai, Jian-Jun,Teng, Xin-Xin,Fang, Wen,Xu, Jun,Xu, Hua-Jian
, p. 1555 - 1558 (2021/10/01)
An electrochemically promoted decarboxylative borylation reaction is reported. The reaction proceeds under mild conditions in an undivided cell without use of transition metal- or photo-catalysts. The key feature of the reaction is the compatibility of di
Visible-Light-Mediated Decarboxylative Radical Additions to Vinyl Boronic Esters: Rapid Access to γ-Amino Boronic Esters
Noble, Adam,Mega, Riccardo S.,Pfl?sterer, Daniel,Myers, Eddie L.,Aggarwal, Varinder K.
supporting information, p. 2155 - 2159 (2018/02/06)
The synthesis of alkyl boronic esters by direct decarboxylative radical addition of carboxylic acids to vinyl boronic esters is described. The reaction proceeds under mild photoredox catalysis and involves an unprecedented single-electron reduction of an α-boryl radical intermediate to the corresponding anion. The reaction is amenable to a diverse range of substrates, including α-amino, α-oxy, and alkyl carboxylic acids, thus providing a novel method to rapidly access boron-containing molecules of potential biological importance.
Cu-Catalyzed Decarboxylative Borylation
Wang, Jie,Shang, Ming,Lundberg, Helena,Feu, Karla S.,Hecker, Scott J.,Qin, Tian,Blackmond, Donna G.,Baran, Phil S.
, p. 9537 - 9542 (2018/09/27)
A simple method for the conversion of carboxylic acids to boronic esters via redox-active esters (RAEs) is reported using copper catalysis. The scope of this transformation is broad, and compared with the known protocols available, it represents the most inexpensive, rapid, and operationally simple option. In addition to a full exploration of the scope, a kinetic study was performed to elucidate substrate and reagent concentration dependences.
Copper-Catalyzed Amidation of Primary and Secondary Alkyl Boronic Esters
Mori-Quiroz, Luis M.,Shimkin, Kirk W.,Rezazadeh, Sina,Kozlowski, Ryan A.,Watson, Donald A.
supporting information, p. 15654 - 15658 (2016/10/25)
The oxidative copper-catalyzed cross-coupling of functionalized alkyl boronic esters with primary amides is reported. Through the identification of appropriate diketimine ligands, conditions for efficient coupling of both primary and secondary alkyl boronic esters with diverse primary amides, including acetamide, have been developed.
Copper-Catalyzed Borylation of Cyclic Sulfamidates: Access to Enantiomerically Pure (β-and γ-Amino-alkyl)boronic Esters
Ursinyova, Nina,Bedford, Robin B.,Gallagher, Timothy
supporting information, p. 673 - 677 (2017/01/18)
Cyclic sulfamidates undergo borylation under copper-catalyzed conditions using B2pin2to give enantiomerically (and diasteromerically) defined (aminoalkyl)boronic esters. External iodide is essential, but the intermediacy of simple al
