Abstract

This mini review is an attempt to highlight the most important contributions toward the applications of nanocatalysts in carbon–selenium cross-coupling reactions with the emphasis on the mechanistic aspects of the reactions.

Highlights

  • Alkynyl selenides as an important framework in organic synthesis[41,42,43,44] have been synthesized, among various methods, by reaction of alkynyl halides with nucleophilic species of selenium generated from a metal;[45] and selenodecarboxylation of arylpropiolic and cinnamic acid promoted by iodosobenzene diacetate.[46]

  • The results indicated that aromatic alkynes gave higher yields than aliphatic alkynes and the diorganyl diselenides reacted in the order of electron-poor aromatic diselenides > electron-rich aromatic diselenides > aliphatic diselenides

  • Organic selenides are of great importance in medicinal and organic chemistry, which found as skeleton units in biologically active molecules and therapeutic products, and serves as building blocks in organic synthesis, and play a prominent role as organocatalysts for asymmetric synthesis

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Summary

C–Se coupling of aryl halides with diorganyl diselenides

Aryl halides are among the most commonly employed nucleophilic partners in the C–Se cross-coupling reactions. Esmail Vessally was born in Sharabiyan, Sarab, Iran, in 1973 He received his B.S. degree in Pure Chemistry from University of Tabriz, Tabriz, Iran, and his M.S. degree in organic chemistry from Tehran University, Tehran, Iran, in 1999 under the supervision of Prof. Ladan Edjlali was born in Tabriz, Iran, in 1960 She received her B.S. degree in Applied Chemistry from University of Tabriz, Iran, and her M.S. degree in organic chemistry from University of Tabriz, Tabriz, Iran, in 1993 under the supervision of Prof. The author proposed a mechanistic pathway for the formation of diaryl selenides 8 is shown in Scheme 5.26 Very recently, this research team elegantly showed that iron(0) nanoparticles catalyzed reaction of aryl amines and diaryl diselenides resulted in the formation of corresponding diaryl selenides in good yields.[27] It is noted that the same authors was able to 292 | RSC Adv., 2018, 8, 291–301

C–Se coupling of aryl boronic acids with diorganyl diselenides
C–Se coupling of inactive arene C–H bonds with diorganyl diselenides
C–Se coupling of alkynes with diorganyl diselenides
C–Se coupling of acyl chlorides with diorganyl diselenides
Miscellaneous reactions
Findings
10. Conclusion
Full Text
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