Rhodium-catalyzed Enantioselective [2 + 2 + 2] Cycloaddition of Tosylamide-linked 5-Allenal and 5-Allenone with Internal Alkynes

2014 ◽  
Vol 43 (8) ◽  
pp. 1260-1262 ◽  
Author(s):  
Kazuki Sakashita ◽  
Koji Masutomi ◽  
Keiichi Noguchi ◽  
Ken Tanaka
Keyword(s):  
Internal Alkynes

Ruthenium(II)-Catalyzed Intermolecular Cyclo(co)trimerization of 3-Halopropiolamides with Internal Alkynes

2018 ◽  
Author(s):  
Anthony P. Silvestri ◽  
James S. Oakdale
Keyword(s):  
Ambient Temperature ◽  
Internal Alkynes

<div>A highly chemo- and regioselective cyclo(co)trimerization between 3-halopropiolamides and symmetrical internal alkynes is reported. The reaction is catalyzed by Ru(II)-complexes and proceeds at ambient temperature in ethanol to deliver fully substituted dihalogenated isophthalamides. 1,4-Butynediol was found to undergo spontaneous lactonization with halopropiolamides after trimerization to provide 5,7-dihalo-phthalide products.</div>

Rhodium-Catalyzed, Phosphorus(III)-Directed Hydroarylation of Internal Alkynes: Facile and Efficient Access to New Phosphine Ligands

Synlett ◽  
2020 ◽  
Author(s):  
Minyan Wang ◽  
Zhuangzhi Shi ◽  
Huanhuan Luo ◽  
Dawei Wang
Keyword(s):  
High Selectivity ◽  
Enantiomeric Excess ◽  
Phosphine Ligands ◽  
Rapid Construction ◽  
Efficient Access ◽  
Internal Alkynes ◽  
Great Progress ◽  
Chiral Phosphine Ligands ◽  
Optimized Conditions ◽  
Made In

AbstractOrganophosphines are an important class of ligands widely used in organic chemistry. Although great progress has recently been made in the rapid construction of new phosphines through Rh- or Ru-catalyzed C–H bond functionalizations, synthetic access to more diverse phosphines remains a challenge. We describe an efficient process for the rhodium-catalyzed phosphorus(III)-directed hydroarylation of internal alkynes to generate various alkenylated and 2′,6′-dialkenylated biarylphosphines with high selectivity. A range of diverse alkynes and phosphines were effectively prepared with broad functional-group compatibility under the optimized conditions. In addition, the developed protocol can be extended to modify chiral phosphine ligands, providing enantioenriched alkenylated phosphines without erosion of the enantiomeric excess.

Organocatalytic trans Phosphinoboration of Internal Alkynes

2020 ◽  
Vol 132 (34) ◽  
pp. 14464-14468
Author(s):  
Russell G. Fritzemeier ◽  
Jan Nekvinda ◽  
Christopher M. Vogels ◽  
Carol Ann Rosenblum ◽  
Carla Slebodnick ◽  
...  
Keyword(s):  
Internal Alkynes

scholarly journals Rhenium-Catalyzed Regioselective ortho-Alkenylation and [3 + 2 + 1] Cycloaddition of Phenols with Internal Alkynes

2019 ◽  
Vol 21 (9) ◽  
pp. 3441-3445 ◽  
Author(s):  
Masahito Murai ◽  
Masaki Yamamoto ◽  
Kazuhiko Takai
Keyword(s):  
Internal Alkynes

Gold-Catalyzed Intermolecular Hydrophenoxylation of Unactivated Internal Alkynes

2010 ◽  
Vol 75 (7) ◽  
pp. 2247-2258 ◽  
Author(s):  
Malleswara Rao Kuram ◽  
M. Bhanuchandra ◽  
Akhila K. Sahoo
Keyword(s):  
Internal Alkynes
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