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Herein, we reported Lewis acid- or Bronsted acid-promoted intramolecular C(sp2)-C(sp2) bond cleavage and a novel C(sp2)-C(sp2) bond-forming cascade reaction to synthesize the acridine motif. The metal-free oxidation of the alkyne motif generated the in situ ketone group extracted via a decarbonylation reaction. The mechanistic studies revealed that the electrophilic N-iodo species triggered key decarbonylation reactions via consecutive dearomatization/aromatization reactions. In addition, we exploited this acid-promoted C-C bond activation system with internal alkynes to synthesize bis(heteroaryl) ketones.

The development of a method for performing radical initiated intramolecular cascade cyclization of 1,n-enynes provided a competent protocol for producing structurally diverse complex heterocycles. Herein, we demonstrate I2/TBHP promoted, solvent controlled, regio- and chemoselective 5-exo-trig or 6-endo-trig radical cyclization of electronically unbiased 1,n-enynes to synthesize nitrogen-containing heterocycles. These metal-free protocols confer access to synthetically robust piperidine motif-bearing iodinated-homoallylic alcohol and pyrrolidine fused cyclopropane rings. The key factor in these methods is operational simplicity, and the environmentally friendly reaction system works under exceedingly mild conditions. Furthermore, the source of hydroxyl groups in the tertiary alcohols is indirectly confirmed with H218O labeled studies. Based on mechanistic studies, all of these cyclizations were initiated through single electron oxidation. The products with active C-I bonds present opportunities for further transformations.

The FeCl

A dibenzo[b,j][1,10]phenanthroline (DBPhen) scaffold as a novel colorimetric Cu2+ sensor was proposed and prepared in this study. The optical properties of DBPhen were measured utilizing UV light, UV&ndash, VIS spectroscopy, and fluorescence spectroscopy. The findings denote that DBPhen exhibited a particular selectivity and great sensitivity to Cu2+ compared with other metal ions. The addition of Cu2+ in the DBPhen solution induced the color change from yellow to purple, and a new peak in the visible range (~545 nm) was observed. The detection limit of Cu2+ in the aqueous solution was calculated to be as low as 0.14 &mu, M. Besides, the color change of the DBPhen/Cu2+ complex could be reversibly restored by adding CN&minus, Therefore, DBPhen could have a prospective implementation as a practical colorimetric sensor to detect Cu2+ ions in environmental fields.

We have identified metal-free reaction conditions for the annulation/aerobic oxidative dehydrogenation of cyclohexanones with o-acylanilines to the corresponding acridine derivatives. The combination of trifluoroacetic acid (TFA), tert-butyl hydroperoxide (TBHP), dimethylsulfoxide (DMSO) and oxygen (O2) converted the cyclohexanone derivatives to an aromatic aryl product in moderate to good yields. The experimental results suggest that this process involves an aza-allyl oxidation intermediate.

The palladium-catalyzed reaction of acetyl oximes with isocyanides was developed for the synthesis of 2H-pyrrol-2-imines. The key steps were (i) generation of an enamido-palladium(II) species, (ii) migratory double-isocyanide insertion, and (iii) cyclization. The scope of the synthesis of some 2H-pyrrol-2-imines was extended to the synthesis 1H-pyrrole-2,3-dione/1H-benzo[g]indole-2,3-dione derivatives via acid hydrolysis in a sequential one-pot manner.