Concepedia

The Regio- and Stereoselective One-Pot Catalytic Preparation of β-Selenyl Acrylamides

Daniel Knapton, Tara Y. Meyer

Organic Letters · 2004 · 71 citations · 25 references

DOI

Concepts

Abstract

Pd(PPh(3))(4) is found to catalytically assemble sulfenamides, terminal aliphatic alkynes, carbon monoxide, and diphenyl diselenides regio- and stereoselectively in a single-pot reaction to produce good yields of beta-selenyl acrylamides. [reaction: see text]

References

25

Palladium-catalyzed addition and carbonylative addition of diaryl disulfides and diselenides to terminal acetylenes

Hitoshi Kuniyasu, Akiya Ogawa, Shinichiro Miyazaki et al. · Journal of the American Chemical Society · 1991 · 252 citations

, , +10

Vinylic Selenides and Tellurides - Preparation, Reactivity and Synthetic Applications

J. V. Comasseto, Lo Wai Ling, Nicola Petragnani et al. · Synthesis · 1997 · 236 citations

, , +10

Palladium(0)-catalyzed thioboration of terminal alkynes with 9-(alkylthio)-9-borabicyclo[3.3.1]nonane derivatives: stereoselective synthesis of vinyl sulfides via the thioboration-cross-coupling sequence

Tatsuo Ishiyama, Kohichi Nishijima, Norio Miyaura et al. · Journal of the American Chemical Society · 1993 · 158 citations

, , +11

Facile Oxidative Addition of the Phosphorous−Selenium Bond to Pd(0) and Pt(0) Complexes and Development of Pd-Catalyzed Regio- and Stereoselective Selenophosphorylation of Alkynes

Li‐Biao Han, Nami Choi, Masato Tanaka · Journal of the American Chemical Society · 1996 · 86 citations

, , +10

Cyclization of 3-(arylchalcogeno)propenoyl chlorides. 2. Chalcogen and substituent control in the regiochemistry of intramolecular acylation. Preparation of benzo[b]telluropyrones

Michael R. Detty, Bruce J. Murray · Journal of the American Chemical Society · 1983 · 81 citations

, , +6