Amide bond bioisosteres: Strategies, synthesis, and successes

S Kumari, AV Carmona, AK Tiwari… - Journal of medicinal …, 2020 - ACS Publications
The amide functional group plays a key role in the composition of biomolecules, including
many clinically approved drugs. Bioisosterism is widely employed in the rational …

Fluorine and fluorinated motifs in the design and application of bioisosteres for drug design

NA Meanwell - Journal of medicinal chemistry, 2018 - ACS Publications
The electronic properties and relatively small size of fluorine endow it with considerable
versatility as a bioisostere and it has found application as a substitute for lone pairs of …

Metabolic and pharmaceutical aspects of fluorinated compounds

BM Johnson, YZ Shu, X Zhuo… - Journal of medicinal …, 2020 - ACS Publications
The applications of fluorine in drug design continue to expand, facilitated by an improved
understanding of its effects on physicochemical properties and the development of synthetic …

Beyond the rule of 5: lessons learned from AbbVie's drugs and compound collection: miniperspective

DA DeGoey, HJ Chen, PB Cox… - Journal of medicinal …, 2017 - ACS Publications
Recently, there has been an increasing focus on the pursuit of targets considered to be less
druggable that offer potential for development of promising new therapeutic agents for the …

Synthesis of monofluoroalkenes: a leap forward

M Drouin, JD Hamel, JF Paquin - Synthesis, 2018 - thieme-connect.com
Monofluoroalkenes have found wide application in organic chemistry, medicinal chemistry,
and materials science. This review summarizes the most recent advances made regarding …

Palladium-catalyzed C–H allylation of electron-deficient polyfluoroarenes with gem-difluorinated cyclopropanes

PX Zhou, X Yang, J Wang, C Ge, W Feng… - Organic …, 2021 - ACS Publications
A palladium-catalyzed C–H allylation of electron-deficient polyfluoroarenes with gem-
difluorinated cyclopropanes is reported. It provides a useful and facile approach to 2 …

Discovery of ABT-267, a pan-genotypic inhibitor of HCV NS5A

DA DeGoey, JT Randolph, D Liu, J Pratt… - Journal of medicinal …, 2014 - ACS Publications
We describe here N-phenylpyrrolidine-based inhibitors of HCV NS5A with excellent
potency, metabolic stability, and pharmacokinetics. Compounds with 2 S, 5 S …

Palladium-Catalyzed Allylation of P (O) H Compounds: Access to 2-Fluoroallylic Phosphorus Compounds

J Sun, H Ye, F Sun, YY Pan, XW Zhu, XX Wu - Organic Letters, 2023 - ACS Publications
An efficient palladium-catalyzed 2-fluoroallylation of P (O) H compounds with gem-
difluorocyclopropanes is presented. The reaction provides a variety of 2-fluoroallylic …

gem‐Heteroatom‐Substituted Fluoroalkenes as Mimics of Amide Derivatives or Phosphates: A Comprehensive Review

S Morand, P Jubault, JP Bouillon… - … A European Journal, 2021 - Wiley Online Library
Abstract gem‐Heteroatom‐substituted fluoroalkenes have received little attention despite
their great potential in medicinal chemistry or in fine chemistry. Indeed, due to the electronic …

Palladium-Catalyzed Ring-Opening Coupling of gem-Difluorocyclopropanes for the Construction of 2-Fluoroallylic Sulfones

J Ni, B Nishonov, A Pardaev… - The Journal of Organic …, 2019 - ACS Publications
A Pd-catalyzed ring-opening sulfonylation of gem-difluorocyclopropanes is reported. This
protocol involves C–C bond cleavage, β-F elimination, and allylic coupling to form …