An intermolecular coupling between sulfoximines and allyl amines, linked to the picolinamide directing group, is developed by leveraging a nucleopalladation-guided regioselective hydroamination strategy, enabling the production of a range of valuable N-alkyl sulfoximines in high yields. The protocol features operational simplicity and a broad substrate scope and was also amenable to aniline nucleophiles. Synthetic utilities were showcased through scale-up reactions and product diversifications, leading to biorelevant molecules.
We here disclose synthesis and properties of a series of BN-heterocycle-fused [6]helicenes. The fusion of the BN-heterocycle is helpful to extend π-conjugation and increase absorptivity and fluorescence efficiency of the first excited state. Especially, the double [6]helicene BiBN-BiHC shows outstanding circularly polarized luminescence performance with BCPL up to 49.0 M-1 cm-1, owing to its very high ΦF (0.87), large ε (5.47 × 104 M-1 cm-1), and fairly good |glum| (2.06 × 10-3).
A new three-component 1,2-perfluoroalkyl trifluoromethylthiolation of alkenes via dual photoredox/copper catalysis has been established, affording a variety of CnF2n+1/CF3S-containing molecules under mild conditions in a redox-neutral manner. This protocol exhibits excellent functional group tolerance, broad compatibility with various alkenes and perfluoroalkyl iodides, and potential utility in the modification of bioactive molecules.
Herein, we present an unprecedented electrochemical approach for aminooxygenation of enamides with azoles under transition-metal- and oxidizing-reagent-free conditions. This method affords 4-azolated oxazolines directly from readily available starting materials in up to 95% yield. Central to our success is the utilization of electrical energy as the primary driving force and NaBr as a mediator. Importantly, the resulting 4-azolated oxazolines exhibit potential utility as ligands (pyrazole-oxazoline ligands) in transition-metal-catalyzed reactions.
An original concept for catalytic electrochemical dehydration has enabled a suite of acid substitutions, including amidation, esterification, and thioesterification, through a linchpin anhydride formed in situ. By avoiding stoichiometric dehydrating agents, this method addresses a leading challenge in organic synthesis and green chemistry. It also proceeds without acid additives at room temperature, accesses a diverse range of product structures, is easily scaled, and enabled the first example of catalytic peptide coupling at room temperature.
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