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A copper-catalyzed [3 + 2] annulation of O -acyl oximes with 2-electron-withdrawing group substituted p -hydroquinones for the efficient synthesis of polysubstituted 5-hydroxyindoles is developed. Further intramolecular cyclization leads to the concise and rapid construction of several kinds of 3,4- and 4,5-fused polycyclic indoles.

An efficient copper-catalyzed synthesis of a variety of N,N -diphenyl-2-benzothiazolamines was developed. Starting from substituted 1-(2-iodophenyl)-3-phenylthioureas and substituted iodobenzenes, the reaction proceeded smoothly via a tandem manner in the presence of CuI to afford the corresponding N,N -diphenyl-2-benzothiazolamine derivatives with good functional group tolerance. The protocol features simple performance, easily available starting materials, a one-pot manner, and good functional group tolerance, providing a practical strategy for the preparation of poly-functionalized amines.

Using phenyliodine diacetate as an oxidant and nickel acetate as a promoter, a wide range of unsymmetric thiosulfonates could be furnished easily in moderate to excellent yields starting from N-substituted O -thiocarbamates and sodium sulfinates. This protocol features mild conditions, short reaction times, and high atomic utilization, which can provide an alternative method for the synthesis of unsymmetric thiosulfonates. In addition, the reaction could be scaled up on a gram scale, showing potential application value in industry.

A highly-efficient and practical method for S-alkylation of arylthioureas was reported. Using tetraalkylammonium salts as alkylation reagents, a series of 68 S-substituted aryl-isothioureas were obtained in good to excellent yields under transition-metal-free conditions. The protocol features simple performance, broad functional group tolerance, good to excellent yields, and easily available starting materials, showing potential synthetic value for the preparation of diverse biologically or pharmaceutically active compounds.

An efficient synthesis of a variety of 1,2-disubstituted indoles from 2-ethynylanilines was developed. Using 2-ethynylanilines and benzaldehydes as starting materials, the target products (1,2-disubstituted indoles) were obtained smoothly through condensation, reduction, and subsequent cyclization. Various functional groups attached to the aryl ring of 1,2-disubstituted indoles were well tolerated. The protocol features easy performance, easily available starting materials, good yield, and a broad substrate scope, showing potential synthetic value for the preparation of a variety of biologically or pharmaceutically active compounds.

An iodine-catalyzed synthesis of benzoazole-substituted thioenamines in a one-pot manner was reported. Using 2-aminothiophenols (or 2-aminophenols or 1,2-phenylenediamines), tetramethylthiuram disulfide (TMTD), and enamines (mainly indoles) as starting materials, the target C(sp 2 )-S formation products (benzoazole-substituted thioenamines) could be furnished smoothly in good yields. The reaction might proceed through an electrophilic substitution pathway in a cross dehydrogenation coupling (CDC) manner. The protocol is metal-free and features easy performance, a one-pot manner, a good functional group tolerance, and good yields.

A metal-free Cs 2 CO 3 -promoted hydrothiolation of alkynes with aryl thioureas for stereoselective synthesis of ( Z )-vinyl sulfides has been reported. Vinyl thioethers were obtained without a metal catalyst in good yields via anti-Markovnikov and cis addition. The protocol features a broad substrate scope of the starting materials, high atom economy, good yields, and exclusive stereoselectivity, showing potential synthetic value for the synthesis of a diversity of ( Z )-vinyl thioethers.

New 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) derivatives (1 and 2) were synthesized as an "off-on" fluorescent chemosensor and fluorescent chemodosimeter for Cu2+ and Pb2+. Compound 1 displayed selective and large chelation enhanced fluorescence effects with Pb2+ and Cu2+ among the metal ions examined. On the other hand, compound 2, a fluorescent chemodosimeter, effectively recognized Cu2+ via a selective hydrolysis of the acetyl group.

[Structure: see text]. This study demonstrated that Zinpyr-1*Zn2+ acts as a fluorescent and colorimetric sensor for pyrophosphate at pH 7.4. In addition, Zinpyr-1*Cu2+ and DIARB-1*Cu2+ complexes were found to act as selective fluorescent sensors for pyrophosphate. Furthermore, the chemosensors Zinpyr-1*Zn2+ and Zinpyr-1*Cu2+ show highly selective and ratiometric fluorescence changes for pyrophosphate compared with H2PO4-.