Selective halocyclization and iodosulfonylation ofN-benzothiazol-2-yl alkynamides under mild conditions

Abstract

An effective synthetic entry to pyrimidobenzothiazoles via 6-endo-dig halocyclization of N-benzothiazol-2-yl alkynamides was developed under mild conditions with a broad substrate scope. Several multisubstituted α,β-enones were synthesized by using 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.…”

Electrochemical study of 2-amino-5-mercapto-1,3,4-thiadiazole in the absence and presence ofp-benzoquinone: an efficient strategy for the electrosynthesis of new 1,3,4-thiadiazole derivatives

“…[1][2][3] The unique benets of this redoxmodulating technique are in great commensurate with the principles of green chemistry. [4][5][6] Some of them can be highlighted as follows: low energy and temperature consumption, high selectivity, good atom economy, and low costs for reagents; moreover, electrons are considered as clean reagents. 5 They can also be conducted to obtain both kinetic and thermodynamic details of oxidation-reduction reactions.…”