Concepedia

A Facile Preparation of <i>O</i>-Alkyl Selenocarboxylates and Selenoamides via Se-Alkynyl Selenocarboxylates

Hideharu Ishihara, Michinari Yoshimi, Nobuhiko HARA, Shinzi Kato

Bulletin of the Chemical Society of Japan · 1990 · 35 citations · 11 references

DOIFull text

Open access

Concepts

Abstract

Abstract Se-Alkynyl selenocarboxylates (1) were found to readily react with alcohols and amines to give O-alkyl selenocarboxylates (4) and selenoamides (6) in moderate to good yields, respectively. The formation mechanisms of 4 and 6 via selenoketene and ammonium alkyneselenolate, respectively, are proposed.

References

11

Modern organoselenium chemistry

Derrick L. J. Clive · Tetrahedron · 1978 · 474 citations

Functional group manipulation using organoselenium reagents

Hans J. Reich · Accounts of Chemical Research · 1979 · 376 citations

, , +5

Infrared Spectra of Thioamides and Selenoamides.

Kai Jensen, Per Halfdan Nielsen, Lars Gunnar Sillén et al. · Acta chemica Scandinavica/Acta chemica Scandinavica. B, Organic chemistry and biochemistry/Acta chemica Scandinavica. A, Physical and inorganic chemistry/Acta chemica Scandinavica. Series B. Organic chemistry and biochemistry/Acta chemica Scandinavica. Series A, Physical and inorganic chemistry · 1966 · 327 citations · Full text

, , +8

Synthetic methods using α-heterosubstituted organometallics

A. Krief · Tetrahedron · 1980 · 299 citations

, , +8

N-Phenylselenophthalimide (N-PSP) and N-phenylselenosuccinimide (N-PSS). Two versatile carriers of the phenylseleno group. Oxyselenation of olefins and a selenium-based macrolide synthesis

K. C. Nicolaou, David A. Claremon, W. E. Barnette et al. · Journal of the American Chemical Society · 1979 · 229 citations

, , +5