We report here a general four‐component synthetic procedure for the preparation of β‐boryl ketones and β‐boryl vinyl esters. Joint catalyzed by palladium and copper catalysts, borocarbonylative reaction between vinylarenes, aryl halides/triflates, B2Pin2, and carbon monoxide proceed successfully. A variety of synthetically useful β‐boryl ketones were synthesized in good to high yields by using aryl iodides as the substrates. It is noteworthy that when aryl triflates were applied as the starting materials, β‐boryl vinyl esters were synthesized in a similar manner and with broad functional group tolerance. A rational mechanism for this reaction was also proposed.
Carbonylation, an efficient and straightforward approach for installing a carbonyl group into their parent compounds, is an important area in modern organic synthesis. This Review outlines the recent advances in the development of nitrogen-centered carbonylation reactions, which consists of two parts: nitrogen-center-directed carbonylation reactions and carbonylative C−N bonds activation. According to the reaction mechanisms, two-electron-and single-electron-mediated carbonylation reactions were systematically classified and discussed in detail. Different inert bonds such as C(sp 2 )−H, C(sp 3 )−H, C−C, C(sp 3 )−N, and C(sp 2 )−N bonds can be activated and ready for a carbonylative transformation toward the synthesis of the corresponding carbonyl-containing compounds.
The asymmetric palladium-catalysed alkylation of structurally diverse nucleophiles, including alcohols, activated methylene compounds, indoles, and aromatic amines, led to the formation of corresponding products in good yields and high enantioselectivities (up to 99% ee).
A new 8-hydroxyquinoline derivative bearing the hydroxytetraphenylethene moiety called TPE(OH)-8HQ has been designed, synthesized and evaluated as an efficient fluorescence “turn-on” sensor for detection of Zn2+ based on chelation-enhanced fluorescence...
Herein,
we report the first ruthenium-catalyzed Suzuki-type carbonylative
reaction of electronically neutral anilines via C(aryl)–N bond
cleavage. Without any ligand and base, diaryl ketones can be obtained
in moderate to high yields by using Ru3(CO)12 as the catalyst and chelation assisted by pyridine. The pyridine
ring has a significant effect on both high efficiency and high regioselectivity
in the cleavage of the aryl C–N bond in anilines.
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