This review summarises deuteration methods of various organic motifs containing C(sp2)−H and C(sp3)−H bonds utilizing C−H bond functionalisation as a key step along with a variety of catalysts, and exemplifies their biological relevance.
Chalcogen bonding is important in numerous aspects of chemistry, both in the solid state and in solution. Surveying the literature, it becomes clear that during its rebranding from chalcogen–chalcogen interactions, some parts of the community have somewhat neglected to recall its discovery and the initial studies referring to it in its previous guise. In this Viewpoint, we trace the path of research into this phenomenon, from its discovery, through its renaming, and to some of the varied and interesting chemistry it has led to so far, ranging from crystal engineering through supramolecular assembly to modern catalysis.
We report the synthesis of sulfinamides using organometallic reagents, a sulfur dioxide reagent, and nitrogen based-nucleophiles. The addition of an organometallic reagent to the commercially available sulfur dioxide surrogate, DABSO, generates a metal sulfinate which is reacted with thionyl chloride to form a sulfinyl chloride intermediate. Trapping the sulfinyl chlorides in situ with a variety of nitrogen nucleophiles delivers sulfinamides in 32−83% yields. Each stage of the process is performed at room temperature, and the total reaction time is only 1.5 h.
We present (3+ +2)-and (4+ +2)-cycloadditions of donor-acceptor (D-A) cyclopropanes and cyclobutanes with N-sulfinylamines and as ulfur diimide,a long with ao ne-pot, two-step strategy for the formal insertion of HNSO 2 into D-A cyclopropanes.These are rare examples of cycloadditions with D-A cyclopropanes and cyclobutanes whereby the 2p component consists of two different heteroatoms,thus leading to fiveand six-membered rings containing adjacent heteroatoms.
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