Photoinduced decarboxylative 1,6-addition of para-quinone methides with α-keto acids: an eco-friendly approach to α,α′-diarylated ketones

Abstract

The photoinduced decarboxylative 1,6-addition of para-quinone methides with α-keto acids in an eco-friendly access to α,α′-diarylated ketones is developed. This reaction proceeds smoothly with a broad substrate scope in the...

Photocatalytic Cyclization Cascades by Radical Relay toward Pyrrolo[1,2-a]indoles: Synthesis, Mechanism, and Application

“…Considering the biological and functional activities of organic compounds significantly influenced by the trifluoromethyl group, various methodologies for the preparation of trifluoromethylated organic compounds have been developed in the past decades. − Notably, Langlois’ reagent (CF 3 SO 2 Na) has generally been used in the field of radical chemistry, probably due to its high stability, commercial availability, and lower-cost. − Prompted by these related publications and our previous work, − we envisioned that a series of trifluoromethylated pyrrolo­[1,2- a ]­indoles could be prepared from the oxidative cyclization cascade of unactivated N -alkene-linked indoles with CF 3 SO 2 Na by a photocatalytic trifluoromethyl radical relay (Scheme ). Hopefully, this paper was also highlighted by gaining insights into reaction mechanisms through DFT-based calculation and application exploration in living-cell imaging.…”

Electrochemical C–H Mono-/Multi-Bromination Regulation of N-Sulfonylanilines on a Cost-Effective Carbon Fiber Electrode and Its Prospective Electroactive Molecule Screening

“…Given the previous electrochemical work of the relatively electron-rich anilines, N -sulfonylanilines are expected to be more challenging for electrophilic aromatic substitution resulting from the electron-deficient nature of the N -sulfonyl group, and their electrochemical C–H bromination reports have not been found yet. Meanwhile, considering the widespread application of brominated anilines and with our continuing interest in green chemistry, − we described herein a facile and eco-friendly method for electrochemical C–H mono/multi-bromination regulation of N -sulfonylanilines on the cost-effective carbon fiber (CF) , sheet electrode under constant-current conditions, where n -Bu 4 NBr (TBAB) served as both electrolyte and bromine source (Figure c). Furthermore, the prospective electroactive molecule screening for these afforded brominated anilines was carried out, probably benefiting our subsequent program to develop electrochemical biosensors for miRNA detection.…”