A Review on Recent Innovations of Pretreatment and Analysis Methods for Sulfonylurea Herbicides

Liu, Yu-Fei; Wen, Zhifeng; Bian, Yu; Zhou, Yu; Liu, Zhifei; Zhang, Yuan; Feng, Xuesong

doi:10.1080/10408347.2022.2116694

Cited by 4 publications

(1 citation statement)

References 108 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…[1][2][3] Sulfonylureas, such as glibenclamide, represent an important class of S(VI) functionality that are found in pharmaceuticals and agrochemicals (Figure 1A). [4][5][6] Recent medicinal chemistry efforts towards the investigation of bioisosteric replacement groups and the exploration of more sp 3 -rich chemical space have led to an increased interest in multi-dimensional groups such as sulfonimidoyls (1, 2), the aza-derivatives of sulfonyls. [7][8][9][10][11][12][13] These S(VI) groups consist of an additional spatial vector and stereogenic sulfur center, have served as bioisoteres for carboxylic acids and sulfonamides, 7,14 and are known to have favorable physiochemical properties such as permeability and total polar surface area, [10][11][12][13] making them advantageous for pharmaceutical development.…”

Section: Introductionmentioning

confidence: 99%

Harnessing strain-release driven reactivity of a chiral SuFEx reagent: Stereocontrolled access to sulfinamides, sulfonimidamides, and sulfoximines

Athawale,

Shultz,

Saputo

et al. 2024

Preprint

View full text Add to dashboard Cite

Efforts aimed at enriching the chemical and structural diversity of small molecules have invigorated synthetic exploration in the last two decades. Spatially defined molecular functionality serves as the foundation to construct unique chemical space to further advance discovery science. The chiral SuFEx reagent t-BuSF provides a modular platform for the stereocontrolled bifunctionalization of sulfur. Here we report a third functional feature of t-BuSF enabled by carbamoyl torsional strain-release that further expands the S(IV) and S(VI) chemical space accessible as showcased in over seventy examples, multiple applications in medicinal chemistry, organocatalysis, and diversity-oriented synthesis. The methods presented herein allow for rapid asymmetric diversification around a stereodefined sulfur center with readily available building blocks, improving upon the current state-of-the-art for sulfinyl and sulfonimidoyl synthesis.

show abstract

Section: Introductionmentioning

confidence: 99%

Harnessing strain-release driven reactivity of a chiral SuFEx reagent: Stereocontrolled access to sulfinamides, sulfonimidamides, and sulfoximines

Athawale,

Shultz,

Saputo

et al. 2024

Preprint

View full text Add to dashboard Cite

show abstract

Molecular basis of two pyrimidine-sulfonylurea herbicides: from supramolecular arrangement to acetolactate synthase inhibition

et al. 2023

View full text Add to dashboard Cite

Strain-release driven reactivity of a chiral SuFEx reagent provides stereocontrolled access to sulfinamides, sulfonimidamides, and sulfoximines

Athawale,

Shultz,

Saputo

et al. 2024

Nat Commun

View full text Add to dashboard Cite

Efforts aimed at enriching the chemical and structural diversity of small molecules have invigorated synthetic exploration in the last two decades. Spatially defined molecular functionality serves as the foundation to construct unique chemical space to further advance discovery science. The chiral SuFEx reagent t -BuSF provides a modular platform for the stereocontrolled bifunctionalization of sulfur. Here we report a third functional feature of t -BuSF enabled by carbamoyl torsional strain-release that further expands the S(IV) and S(VI) chemical space accessible as showcased in over seventy examples, multiple applications in medicinal chemistry, organocatalysis, and diversity-oriented synthesis. The methods presented herein allow for rapid asymmetric diversification around a stereodefined sulfur center with readily available building blocks, improving upon the current state-of-the-art for sulfinyl and sulfonimidoyl synthesis.

show abstract

A Review on Recent Innovations of Pretreatment and Analysis Methods for Sulfonylurea Herbicides

Cited by 4 publications

References 108 publications

Harnessing strain-release driven reactivity of a chiral SuFEx reagent: Stereocontrolled access to sulfinamides, sulfonimidamides, and sulfoximines

Harnessing strain-release driven reactivity of a chiral SuFEx reagent: Stereocontrolled access to sulfinamides, sulfonimidamides, and sulfoximines

Molecular basis of two pyrimidine-sulfonylurea herbicides: from supramolecular arrangement to acetolactate synthase inhibition

Strain-release driven reactivity of a chiral SuFEx reagent provides stereocontrolled access to sulfinamides, sulfonimidamides, and sulfoximines

Contact Info

Product

Resources

About