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Haigen Xiong,Yu Lu,Qijie Lin et al. Haigen Xiong et al.
Experimental and theoretical investigations revealed that direct transmetalation of boronic esters without prior conversion to more reactive intermediates plays a critical role in this protocol, thus avoiding the problematic deboronation associated with unstable boronic acids.
Francesco Vaghi,Piero Soppelsa,Klaus Wurst et al. Francesco Vaghi et al.
Here, this strategy is extended by the implementation of aryl and alkenyl boronic esters as C(sp2) nucleophiles, thus notably expanding the range of accessible products by the AOCA.
Nikolaos Hadjipaschalis,Sebastiano Ortalli,Zijun Chen et al. Nikolaos Hadjipaschalis et al.
(Hetero)aryl pinacol boronic esters are routinely used for 18F-labeling and have accelerated numerous diagnostic and drug discovery programs. An analysis of the current state-of-play, however, highlights a pending challenge....Reports have indicated that some pinacol boronic esters are unstable and difficult to purify, hindering broader adoption in the clinic. Herein, we demonstrate that more stable boronic esters derived from 3,4-diethylhexane-3,4-diol (Epin) are highly suitable for copper-mediated radiolabeling.
Tingting Feng,Tony Biremond,Philippe Jubault et al. Tingting Feng et al.
Allenyl silanes and boronates are pivotal building blocks in organic synthesis. Nevertheless, their synthesis requires the manipulation of transition metal or highly reactive species. Hence, the development of more sustainable protocol is h...
Shiqing Chen,Qihang Wang,Jiawei Shao et al. Shiqing Chen et al.
Inspired by the water retention and mechanical support in plant cell, we develop a multifunctional biomass soybean meal (SM) adhesive by combining the rigid internal boron-nitrogen coordinated boronic esters structure for reinforcement with the flexible zwitterionic polymer for water retention.
Yuzhu Zheng,Zongyi Liu,Qing Huang et al. Yuzhu Zheng et al.
We describe in this work an operationally facile and generally applicable ipso-nitration of boronic esters by Fe(NO3)3·9H2O in hexafluoroisopropanol (HFIP), allowing us fast access to various nitroarenes that are currently difficult to obtain via traditional electrophilic C-H nitrations.
Chang Lian,Jianning Zhang,Lei Zhang et al. Chang Lian et al.
By employing an enamine and a photocatalyst under light irradiation, aldehydes can be transformed effectively into alkyl boronic esters via a formal decarbonylative process.
Wen-Duo Li,Na-Na Wei,Nan Feng et al. Wen-Duo Li et al.
α-Chloroboronic esters are a class of stable multifunctional molecules that show unique applications in pharmaceutical science and organic chemistry. Despite their apparent utility, the synthetic methods of these compounds remain limited. ...
Hong-Cheng Shen,Varinder K Aggarwal Hong-Cheng Shen
The stereocontrolled C(sp3)-C(sp3) cross-coupling represents a considerable challenge of great contemporary interest. While this has been achieved through the reactions of boronate complexes with π-allyl iridium complexes, such reactions s...
Nicolas Fincias,Louis Clavier,Cora Escande de Messières et al. Nicolas Fincias et al.
This new reactivity was further exploited to synthesize γ-fluoroallyl boronic esters as well as various synthetically useful building blocks through key post-functionalizations. Both the reaction mechanism and the chemoselectivity were rationalized experimentally and through DFT calculations.
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