Alkali Metal Thioselenophosphinates, M[SeSPR₂]: One‐Pot Multicomponent Synthesis, DFT Study, and Synthetic Application

Abstract

Diverse alkali metal thioselenophosphinates, M[SeSPR 2 ] (M = Li, Na, K, Rb, and Cs; R = alkyl, aryl, aralkyl, and hetaralkyl), have been synthesized in 78-94 % yields by means of a one-pot multicomponent reaction between secondary phosphanes, sulfur, selenium, and alkali metal hydroxides under mild conditions (room temperature, -50°C, 0.5 h, EtOH). The molecular and electronic structure of the [SeSPPh 2 ]anion and its coordination behavior towards Li + , Na + , and K + cations have been investigated at the B3LYP level of theory. The alkylation of the alkali metal thioselenophosphinates with various organic halides proceeds regiosecifically at the selenium center to form Se-organyl thioselenophosphinates, Siberian Branch of the Russian Academy of Sciences, 1 Favorsky Str., 664033 Irkutsk, Russian Federation

Discovery and Investigation of Anticancer Ruthenium–Arene Schiff-Base Complexes via Water-Promoted Combinatorial Three-Component Assembly

“…One report employed a two-step combinatorial synthesis approach coupled with high-throughput screening (HTS) to identify a polypyridyl–Ru complex capable of strongly inducing apoptosis in cancer cells . Another group made use of automated solid-phase combinatorial synthesis to synthesize a library of peptide-tethered Pt(II) complexes for screening and identification of cytotoxic leads. , There have also been a number of reports on one-pot multicomponent reactions for the preparation of metal complexes, , although, to the best of our knowledge, none have been used for the purpose of drug discovery.…”

“…25 Another group made use of automated solidphase combinatorial synthesis to synthesize a library of peptidetethered Pt(II) complexes for screening and identification of cytotoxic leads. 26,27 There have also been a number of reports on one-pot multicomponent reactions for the preparation of metal complexes, 28,29 although, to the best of our knowledge, none have been used for the purpose of drug discovery.…”

Photoinduced Syntheses and Reactivities of Phosphorus-Containing Interelement Compounds

“…It is expected that the obtained P V –S and P V –Se interelement compounds 19a and 20a will be promising synthetic reagents and intermediates for the syntheses of multifunctionalized organic molecules, − use in living polymerization processes, and trapping of radical species. − Although a number of synthetic methods for 19a , 20a , and their related derivatives have been reported, the majority involve ionic pathways, such as nucleophilic substitution using air- and moisture-sensitive phosphorus sources (e.g., Ph 2 P­(S)–SH, Ph 2 P­(S)–Cl). − Recently, a transition-metal-catalyzed route to synthesis of 19a and its related derivatives has also been reported …”

Visible light induced nano copper catalyzed one pot synthesis of novel quinoline bejeweled thiobarbiturates as potential hypoglycemic agents

“…The application of nano sized catalysts in heterogeneous organic synthesis has numerous advantages such as safe handling, high atom efficiency, shorter reaction time, easy recovery, and recyclability of the catalysts [52][53][54]. Also, multicomponent reactions (MCRs) have emerged as a successful tool that helps blending the economic aspects with the environmental ones [55,56]. Both metal nanoparticles and MCRs have manifested themselves as synthetic strategies for the rapid introduction, expansion of molecular diversity, and even broaden the scope of combinatorial chemistry [57][58][59].…”