Herein, a novel transition-metal-free thiol-based donor-acceptor organophotocatalyst-assisted, singlet-oxygen-mediated tandem oxidative cyclization for the synthesis of substituted oxazoles in moderate-to-good yields is described. The developed method demonstrates applicability for the synthesis of various substituted quinoxalines in good-to-excellent yields. The metal-free methodology shows a practical route for the synthesis of oxazole and quinoxaline derivatives, which are privileged moieties prevalent in various biologically active compounds and natural products.
View Article and Find Full Text PDFChem Asian J
November 2022
Herein, visible light mediated organophoto redox catalysed simple and convenient method for the α-benzylation and α-oxygenation of tertiary amines is demonstrated. Synthesis of novel thiophenol based donor acceptor organophotoredox catalysts 4 a-4 d were investigated along with commercial catalyst 4-CzIPN (4 e). A diverse biologically active α-benzylated tetrahydroisoquinolines and natural products such as (±)-Norlaudanosine, (±)-laudanosine and (±)-xylopinine have been synthesized under the optimized conditions in yields ranging from from 62-91%.
View Article and Find Full Text PDFMalic acid (MA), one of the major organic acid exudates from roots, plays a significant role in the chemotaxis of beneficial bacteria to the plant's rhizosphere. In this study, the effect of a plant-growth-promoting rhizobacterium, Bacillus subtilis RR4, on the synthesis and exudation of MA from roots is demonstrated in rice. To test the chemotactic ability of strain RR4 towards MA, a capillary chemotaxis assay was performed, which revealed a positive response (relative chemotactic ratio of 6.
View Article and Find Full Text PDFA natural product biosynthesis-inspired strategy to explore biologically relevant chemical space is presented. A phosphine-catalyzed cascade and stereoselective annulation provides a common tricyclic benzopyrone intermediate that was efficiently transformed into diverse and related naturally occurring scaffolds.
View Article and Find Full Text PDFOn activation with catalytic amounts of gold(I) complexes, 3-silyloxy 1,6-enynes can react through two alternative pathways. In one, a cascade reaction consisting of carbocyclization and subsequent pinacol rearrangement takes place. In the second pathway, a heterocyclization is followed by a Claisen rearrangement.
View Article and Find Full Text PDFThe substitution of a carbonyl ligand with PPh(3) in cyclopentadienylruthenium dicarbonyl complexes produces a new class of recyclable alcohol racemization catalysts. The catalysts are active at room temperature under aerobic conditions in the presence of silver oxide. Furthermore, the catalysts are compatible with the use of a lipase and isopropenyl acetate for the dynamic kinetic resolution (DKR) of secondary alcohols under ambient conditions.
View Article and Find Full Text PDF