Ligand-free copper-catalyzed borylative defluorination: access to gem-difluoroallyl boronic acid derivatives

Author(s):  
Ashley M. Gates ◽  
Swetha Jos ◽  
Webster L. Santos

We report a ligand-free copper-catalyzed β-borylation, defluorination of β-substituted, α-trifluoromethyl-α,β-unsaturated esters.

2017 ◽  
Vol 19 (7) ◽  
pp. 1678-1681 ◽  
Author(s):  
Daniela Imperio ◽  
Erika Del Grosso ◽  
Silvia Fallarini ◽  
Grazia Lombardi ◽  
Luigi Panza

2012 ◽  
Vol 48 (48) ◽  
pp. 5956 ◽  
Author(s):  
Zhiqian Guo ◽  
Injae Shin ◽  
Juyoung Yoon

2021 ◽  
Author(s):  
SAURAV CHATTERJEE ◽  
NITESH MANI Mani TRIPATHI ◽  
Anupam Bandyopadhyay

The boron was misconstrued as a toxic element for animals, which retarded the growth of boron-containing drug discovery in the last century. Nevertheless, modern applications of boronic acid derivatives are...


2019 ◽  
Vol 5 (7) ◽  
pp. eaaw4607 ◽  
Author(s):  
Constantinos G. Neochoritis ◽  
Shabnam Shaabani ◽  
Maryam Ahmadianmoghaddam ◽  
Tryfon Zarganes-Tzitzikas ◽  
Li Gao ◽  
...  

The compatibility of free boronic acid building blocks in multicomponent reactions to readily create large libraries of diverse and complex small molecules was investigated. Traditionally, boronic acid synthesis is sequential, synthetically demanding, and time-consuming, which leads to high target synthesis times and low coverage of the boronic acid chemical space. We have performed the synthesis of large libraries of boronic acid derivatives based on multiple chemistries and building blocks using acoustic dispensing technology. The synthesis was performed on a nanomole scale with high synthesis success rates. The discovery of a protease inhibitor underscores the usefulness of the approach. Our acoustic dispensing–enabled chemistry paves the way to highly accelerated synthesis and miniaturized reaction scouting, allowing access to unprecedented boronic acid libraries.


2014 ◽  
Vol 79 (8) ◽  
pp. 3671-3677 ◽  
Author(s):  
Andrew W. Buesking ◽  
Vlad Bacauanu ◽  
Irene Cai ◽  
Jonathan A. Ellman

2018 ◽  
Vol 54 (44) ◽  
pp. 5606-5609 ◽  
Author(s):  
Fabio Lima ◽  
Lars Grunenberg ◽  
Husaini B. A. Rahman ◽  
Ricardo Labes ◽  
Joerg Sedelmeier ◽  
...  

A convenient organo-photocataytic approach to the radical couplings of boronic acid derivatives is described and applied for APIs synthesis.


2021 ◽  
Author(s):  
Russell F. Snead ◽  
Jan Nekvinda ◽  
Webster L. Santos

A copper(ii)-catalyzed internal protoboration of monosubstituted allenes efficiently occurs in water at room temperature and open air to generate 1,1-disubstituted vinyl boronic acid derivatives.


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