A Simplified Protocol for the Stereospecific Nickel-Catalyzed C–S Vinylation Using NiX2 Salts and Alkyl Phosphites

Synthesis ◽  
2019 ◽  
Vol 52 (02) ◽  
pp. 311-319
Author(s):  
Austin D. Marchese ◽  
Bijan Mirabi ◽  
Egor M. Larin ◽  
Mark Lautens

A Ni-catalyzed C–S cross-coupling using only NiI2 (0.5–2.5 mol%) and P(OiPr)3 (2.0–10.0 mol%) is reported. Using an air-stable Ni(II) precatalyst, and a cheap and commercially available ligand, a scalable and robust method was developed to cross-couple various thiophenols and styryl bromides, including some sterically encumbered thiols, an α-bromocinnamaldehyde as well as a thiolation-cyclization.

Synthesis ◽  
2016 ◽  
Vol 48 (23) ◽  
pp. 4072-4080 ◽  
Author(s):  
Hidefumi Nakatsuji ◽  
Yoo Tanabe ◽  
Yuichiro Ashida ◽  
Yuka Sato ◽  
Atsushi Honda
Keyword(s):  

Synlett ◽  
2010 ◽  
Vol 2010 (14) ◽  
pp. 2087-2092 ◽  
Author(s):  
Yoo Tanabe ◽  
Hiroshi Nishikado ◽  
Hidefumi Nakatsuji ◽  
Kanako Ueno ◽  
Ryohei Nagase
Keyword(s):  

ChemInform ◽  
2010 ◽  
Vol 42 (2) ◽  
pp. no-no
Author(s):  
Hiroshi Nishikado ◽  
Hidefumi Nakatsuji ◽  
Kanako Ueno ◽  
Ryohei Nagase ◽  
Yoo Tanabe
Keyword(s):  

2020 ◽  
Author(s):  
Logan Forshee ◽  
Kaitie Cartwright ◽  
Jon Tunge ◽  
Megan Hegarty
Keyword(s):  

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