Synthetic Strategies for Versatile Thioester Building Blocks

Abstract

Basudev Sahoo was nominated to be part of this collection by EurJOC Board Member Ruben Martin; dedicated to Prof. Frank Glorius on the occasion of his 50 th birthday www.eurjoc.org

SO2F2‐Mediated Thioesterification of Carboxylic Acids with Thiols

“…Several transition-metal-catalyzed and photo-induced radical reactions have been developed in the most recent 10 years, which facilitated the efficient use of synthetic building blocks such as aldehydes, organic halides, olefins, alkynes, and elemental sulfur for the synthesis of thioesters. [15,16] However, the classical and convenient synthesis methods based on carboxylic acids or their activated derivatives still occupy a very critical position (Scheme 1b, left). [17] Traditionally, carbonyl sources were carboxylic acids, anhydrides, and acyl chlorides, followed by acyl fluorides and other acylating reagents.…”

“…The growing interest in thioesters of the areas mentioned above and others has boosted the demand for efficient synthetic methods to access the building block. Several transition‐metal‐catalyzed and photo‐induced radical reactions have been developed in the most recent 10 years, which facilitated the efficient use of synthetic building blocks such as aldehydes, organic halides, olefins, alkynes, and elemental sulfur for the synthesis of thioesters [15,16] . However, the classical and convenient synthesis methods based on carboxylic acids or their activated derivatives still occupy a very critical position (Scheme 1b, left) [17] .…”

Quantifying flattening distortion on the thermodynamics and kinetics of electron transfers of Cu(i) photoredox catalysts

“…Visible-light photoredox catalysis has revolutionized organic synthesis by enabling the activation of small molecules, transforming photonic energy into chemical energy. 1,2 In the last decade, it has been used in the synthesis of various industrially and medicinally relevant compounds, [3][4][5][6][7][8] as well as promoting different types of reactions such as C-C and C-heteroatom bond formation, [9][10][11][12][13][14] dehydrogenation, 15 C-H functionalization, 16,17 polyfluoroarylation, 18 atom transfer radical additions, 14,19 H 2 evolution, 20,21 and CO 2 reduction. 22 Ru(II) polypyridyl complexes (e.g., [Ru(bpy) 3 ] 2+ , (bpy = 2,2′bipyridine)) and Ir(III) phenylpyridine ( ppy) complexes (e.g., Ir ( ppy) 3 ) still dominate the field given their notable photophysical and photochemical properties.…”

The role of oil solutions of thiosulfonates in the modulation of antioxidant parameters in rat kidneys

“…Considering the potential applications of thiosulfonates, it is important to also consider their toxicity, environmental impact, and safety of use [14,23].…”