57204-85-0

Upstream product

• 1666-13-3 diphenyl diselenide 
• 5707-04-0 Phenylselenyl chloride 

Downstream Products

• 18245-28-8 2-(trimethylsilyl)thiophene 
• 18246-28-1 2-bromo-5-trimethylsilylthiophene 
• 94800-55-2 2-(phenylselenenyl)thiophene 
• 130789-02-5 2-phenylseleno-5-trimethylsilylthiophene 
• 130789-03-6 2-bromo-5-phenylselenothiophene 
• 23395-56-4 5-chloro-2-trimethylsilylthiophene 
• 130789-01-4 5-chloro-2-phenylselenothiophene 
• 113831-44-0 6-Chlor-2,5-dihydro-5-oxo-3H-pyrrolizin-1-carbonsaeure-ethylester 
• 113831-43-9 2,5-Dihydro-7-(phenylseleno)-5-oxo-3H-pyrrolizin-1-carbonsaeure-ethylester 
• 113831-42-8 2,3,5,6-Tetrahydro-3-oxo-1-(phenylseleno)-1H-pyrrolizin-7-carbonsaeure-ethylester 
• 6996-92-5 benzeneseleninic acid 
• 96-43-5 2-thienyl chloride 

Relevant academic research and scientific papers

NOVEL HALOGENATION OF THIOPHENES WITH BENZENESELENINYL CHLORIDE AND ALUMINUM HALIDE

In the presence of aluminum halide, benzeneseleninyl chloride is an efficient regioselective halogenating reagent for heterocyclic compounds such as thiophene, 2-methylthiophene, 3-methylthiophene, 2,5-dimethylthiophene, and furan.In the case of pyrrole, no halogenated product was obtained.A plausible reaction mechanism involving a positive halogen intermediate is proposed.

Syntheses of Pyrrolizidines, II

Functionalisation reactions with the simple and effectively available pyrrolizidine derivative 2a1) have been studied.By treatment of 2a with iodotrimethylsilane the acid 2b was obtained.Michael additions to the dihydropyrrolizine 3, which may be easily obtained from 2a, proceeded irregularily: A mixture of the isomers 6a/7a is formed with thiophenol, diethylamine yields 6b exclusively.A stereoselective transformation of 2a into 9a was achieved with MoO5 and ethanol.Oxidation with m-chloroperbenzoic acid gave a mixture of the stereoisomers 9a/b.The chalcogene ethers 10 were obtained from 9a in an acid-catalyzed reaction.Oxidation of 10b surprisingly gave the pyrrolizidine 11.Compounds 14, 15, and 16 have been obtained from the reaction of 2a with benzeneselenyl chloride and benzeneseleninyl chloride, respectively, under various conditions.

Regioselective Para Halogenation of Substituted Benzenes with Benzeneseleninyl Chloride and Aluminum Halide

In the presence of aluminum halide, benzeneseleninyl chloride is an efficient regioselective halogenating reagent for activated aromatics such as toluene, phenol, anisole, phenetole, diphenyl ether, and N,N-dimethylaniline.Benzene and chlorobenzene are not halogenated under similar conditions.