Synthesis of selenoureas and heterocycles based thereon

Abstract

Recent data on the synthesis of various selenoureas and selenium-containing heterocycles derived therefrom have been systemized, analyzed, and generalized.

Highly bioactive novel aryl-, benzyl-, and piperazine-selenoureas: synthesis, structural characterization and in vitro biological evaluation

“…To highlight the versatile utility of selenoureas, several compounds (1)(2)(3)(4)(5)(6)(7)(8)(9)(10)(11)(12)(13)(14) performing various biological and chemical functions have been summarized in Figure 1. Thus, in organic chemistry, chiral selenoureas containing Cinchona alkaloid scaffolds such as 1 have been utilized as bifunctional organocatalysts in the asymmetric Michael addition of nitromethane to J o u r n a l P r e -p r o o f trans-chalcone [8] and dithiomalonate to nitrostyrene [9], promoting the reactions with product enantioselectivities reaching 96% enantiomeric excess.…”

“…Such species are close structural analogs of thiourea and urea compounds, although the presence of larger and more polarizable selenium atom introduces significant changes to their chemical and biological properties [ 2 , 3 ]. As such, they have been widely used as key precursors to make biologically important heterocycles [ 4 , 5 , 6 , 7 ] and have been utilized in many applications in the fields of organic and analytical chemistry, agriculture, and medicine.…”

Synthesis, Reactivity and Antimicrobial Activity of a Series of 2-Arylamino-1,3-selenazoles

“…In all of these reactions, the selenazole heterocycle itself remained intact. The chemistry of selenazoles was summarized in early reviews by Bulka and, more recently, by Proshin [10][11][12].…”