Palladium-catalyzed Si–C bond-forming silylation of aryl iodides with hydrosilanes: an enhanced enantioselective synthesis of silicon-stereogenic silanes by desymmetrization

RSC Advances ◽  
2016 ◽  
Vol 6 (71) ◽  
pp. 67113-67117 ◽  
Author(s):  
Li Chen ◽  
Jiang-Bo Huang ◽  
Zheng Xu ◽  
Zhan-Jiang Zheng ◽  
Ke-Fang Yang ◽  
...  
Keyword(s):  
Enantioselective Synthesis ◽  
Carbon Bond ◽  
Bond Forming ◽  
Mild Conditions ◽  
Aryl Iodides ◽  
Silicon Carbon ◽  
Palladium Catalyzed ◽  
Silylation Reaction

An enantioselective Pd-catalyzed silicon–carbon bond-forming silylation reaction of aryl iodides with hydrosilanes for the synthesis of silicon-stereogenic silanes has been developed with good enantioselectivity under mild conditions.

scholarly journals Iodination of carbohydrate-derived 1,2-oxazines to enantiopure 5-iodo-3,6-dihydro-2H-1,2-oxazines and subsequent palladium-catalyzed cross-coupling reactions

2016 ◽  
Vol 12 ◽  
pp. 2898-2905 ◽  
Author(s):  
Michal Medvecký ◽  
Igor Linder ◽  
Luise Schefzig ◽  
Hans-Ulrich Reissig ◽  
Reinhold Zimmer
Keyword(s):  
Click Reaction ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
High Efficacy ◽  
Carbon Bond ◽  
Bond Forming ◽  
Cross Coupling Reactions ◽  
Carbon Carbon Bond ◽  
Palladium Catalyzed ◽  
Oxazine Derivatives

Iodination of carbohydrate-derived 3,6-dihydro-2H-1,2-oxazines of type 3 using iodine and pyridine in DMF furnished 5-iodo-substituted 1,2-oxazine derivatives 4 with high efficacy. The alkenyl iodide moiety of 1,2-oxazine derivatives syn-4 and anti-4 was subsequently exploited for the introduction of new functionalities at the C-5 position by applying palladium-catalyzed carbon–carbon bond-forming reactions such as Sonogashira, Heck, or Suzuki coupling reactions as well as a cyanation reaction. These cross-coupling reactions led to a series of 5-alkynyl-, 5-alkenyl-, 5-aryl- and 5-cyano-substituted 1,2-oxazine derivatives being of considerable interest for further synthetic elaborations. This was exemplarily demonstrated by the hydrogenation of syn-21 and anti-24 and by a click reaction of a 5-alkynyl-substituted precursor.

scholarly journals Palladium-catalyzed difluoromethylthiolation of heteroaryl bromides, iodides, triflates and aryl iodides

2016 ◽  
Vol 7 (6) ◽  
pp. 3757-3762 ◽  
Author(s):  
Jiang Wu ◽  
Yafei Liu ◽  
Changhui Lu ◽  
Qilong Shen
Keyword(s):  
Mild Conditions ◽  
Aryl Iodides ◽  
Palladium Catalyzed

A palladium-catalyzed difluoromethylthiolation of heteroaryl halides and triflates under mild conditions was described.

scholarly journals Palladium-Catalyzed Carbon?Carbon Bond-Forming 1,2-Ligand Migration of Organoalanes.

ChemInform ◽  
2005 ◽  
Vol 36 (15) ◽  
Author(s):  
Eric Fillion ◽  
Rebekah J. Carson ◽  
Vincent E. Trepanier ◽  
Julie M. Goll ◽  
Anna A. Remorova
Keyword(s):  
Carbon Bond ◽  
Bond Forming ◽  
Carbon Carbon Bond ◽  
Ligand Migration ◽  
Palladium Catalyzed
Sign in / Sign up

Export Citation Format

Share Document