RESUMO
The synthesis of isomerically pure olefins containing all-carbon quaternary centers is a challenging issue. Herein, we developed an efficient protocol for the synthesis of (Z)-olefins (27 examples, yield up to 97%, Z/E up to 99/1) and (E)-olefins (16 examples, yield up to 94%, E/Z up to 99/1) containing all-carbon quaternary centers. This protocol is adopted for the copper-catalyzed regioselective C-H alkenylation of the tertiary C(sp3)-H bond of 3-aryl benzofuran-2(3H)-ones with alkyne and alkenes. A diverse range of functional groups in the substrates is well-tolerated, such as F, Cl, Br, Me, OMe, ester, CF3, etc. A gram scale experiment was performed in good yield, and the radical mechanisms are also proposed based on the control experiments.
RESUMO
We have developed a transition-metal free protocol for efficient cross-dehydrogenative coupling of 3-aryl benzofuran-2(3H)-ones and toluenes/phenols using DTBP as an oxidant. A diverse range of 3-aryl benzofuran-2(3H)-ones, toluenes, and phenols undergo C-H bond cleavage to generate all-carbon quaternary centers in good yields, making this protocol useful for the synthesis of complex molecules. A gram scale experiment was performed in good yield.
RESUMO
A simple structured reaction-based probe for peroxynitrite (ONOO-) was developed by using benzothiazole hydrazone base of the excited-state intramolecular proton transfer (ESIPT) dye. It was constructed from 2-hydrazinylpyridine and 3-(benzo[d]thiazol-2-yl)-2-hydroxy-5-methylbenzaldehyde which possesses itself weak fluorescence and displayed prominent fluorescence response towards ONOO- by oxidizes the C=N bond to an aldehyde in aqueous solution. The probe exhibited excellent selectivity and high sensivity towards ONOO- with a low dectection limit of 5.8â¯×â¯10-8â¯M in physiological condition. Moreover, the probe could realize fast recognition to ONOO- in as short as 60â¯s. In addition, the probe was also successfully used for living cell imaging.