A copper-catalyzed decarboxylative alkylselenation of propiolic acids with Se powder and epoxides leading to alkynyl selenides is developed. This protocol not only provides an approach to obtain alkynyl selenides with the formation of double CÀ Se bonds, but also expands the applicability of alkynyl carboxylic acid.

An unprecedented copper-catalyzed oxidative aminohalogenation of electron-deficient maleimides with secondary amines and NXS (X = Cl, Br, I) was developed, in which the N−X bonds generated in situ were used as difunctionalized reagents. The distinctive features of this multicomponent reaction include a simple green catalytic system, a spectral substrate range, and the late-stage modification of drug molecules. Most importantly, this umpolung radical cascade strategy exploits the in situ formation of Niodoamines that enable efficient alkene aminoiodination.

Amine hydrochloride salts have been typically used as amination reagents. Contrary to conventional use, HCl is released as waste residue. Herein, we disclose a new utilization of amine hydrochloride as...

Herein, we describe the design and synthesis of MeSeSO3Na reagent, which proved to be a versatile selenomethylation reagent for copper-catalyzed aminoselenomethylation of maleimides. The simple and efficient catalytic system is...

Significance: Cassiarins A and B are isolated form Cassia siamea which has been used as traditional medicine for the treatment of malaria. Both cassiarins A and B show potent antiplasmodial activity against Plasmodium falciparum with an IC 50 of 0.005 and 6.9 mg/mL, respectively. Comment: A Ag(I)-catalyzed cyclization gave the key intermediate salt E which was used to access cassiarin A and B in three different ways (only two are mentioned here). By Negishi cross-coupling of B with various alkynes, different analogues of cassiarin A were prepared. OH MOMO O O OTf MOMO O O MOMO O O O O MOMO O N MOMO O N HO O N MOMO OMe O Cl O N O OMe O MOMO O O O NaH, PhNTf 2 THF, 0 °C to r.t. 99% Pd(Ph 3 P) 4 , LiCl THF, r.t. 64% AgNO 3 , TFA DCE, -24 °C NH 3 (g), r.t. 2 N HCl MeOH, ∆ 60% from D