scholarly journals Silver-catalyzed carbon–selenium cross-coupling using N-(phenylseleno)phthalimide: an alternate approach to the synthesis of organoselenides

2017 ◽  
Vol 95 (1) ◽  
pp. 51-56 ◽  
Author(s):  
Nirmalya Mukherjee ◽  
Subhajit Pal ◽  
Amit Saha ◽  
Brindaban C. Ranu
Keyword(s):  
Lewis Acid ◽  
Cross Coupling ◽  
Terminal Alkynes ◽  
Organoboronic Acids

Silver(I) catalyzed phenylselenylation of terminal alkynes and organoboronic acids has been demonstrated using N-(phenylseleno)phthalimide as an electrophilic SePh donor. A wide variety of terminal alkynes and organoboronic acids are selenylated efficiently to produce the corresponding alkynyl and diaryl selenides, respectively, in good yields. Silver(I) acts as a Lewis acid in this process.

scholarly journals Atom-Economical Cross-Coupling of Internal and Terminal Alkynes to Access 1,3-Enynes

2021 ◽  
Author(s):  
Mingyu Liu ◽  
Tianhua Tang ◽  
Omar Apolinar ◽  
Rei Matsuura ◽  
Carl A. Busacca ◽  
...  
Keyword(s):  
Cross Coupling ◽  
Terminal Alkynes

Convergent Synthesis of Immune Inhibitor IMMH002

Synthesis ◽  
2020 ◽  
Author(s):  
Qiong Xiao ◽  
Si Chen ◽  
Zeyu Shi ◽  
Dali Yin
Keyword(s):  
Environmental Impact ◽  
Lewis Acid ◽  
Column Chromatography ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Convergent Synthesis ◽  
Quality Problem ◽  
Cross Coupling Reaction

AbstractA convergent synthesis of IMMH002 in 36% overall yield starting from bromobenzene is described with a key Suzuki–Miyaura cross-coupling reaction used to provide a crucial intermediate. The route does not require column chromatography and solves the most intractable quality problem caused by a homologue by-product in the original linear synthesis. Furthermore, reducing the use of Lewis acid mediated reactions improves the environmental impact of the synthesis and reduces overall waste. The new route described herein is more efficient, convenient, reliable, and economically more viable when compared to the previously reported linear route.

Cross‐Coupling Reaction of Alkenyl Sulfoximines and Alkenyl Aminosulfoxonium Salts with Organozincs by Dual Nickel Catalysis and Lewis Acid Promotion

2019 ◽  
Vol 25 (35) ◽  
pp. 8371-8386 ◽  
Author(s):  
Irene Erdelmeier ◽  
Gerd Bülow ◽  
Chang‐Wan Woo ◽  
Jürgen Decker ◽  
Gerhard Raabe ◽  
...  
Keyword(s):  
Lewis Acid ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Nickel Catalysis ◽  
Cross Coupling Reaction

scholarly journals ZrCl2(η-C5Me5)2-AlHCl2·(THF)2: efficient hydroalumination of terminal alkynes and cross-coupling of the derived alanes

2013 ◽  
Vol 49 (15) ◽  
pp. 1488 ◽  
Author(s):  
Philip Andrews ◽  
Christopher M. Latham ◽  
Marc Magre ◽  
Darren Willcox ◽  
Simon Woodward
Keyword(s):  
Cross Coupling ◽  
Terminal Alkynes

scholarly journals Iron/copper-catalyzed C–C cross-coupling of aryl iodides with terminal alkynes

2008 ◽  
Vol 49 (41) ◽  
pp. 5961-5964 ◽  
Author(s):  
Chandra M. Rao Volla ◽  
Pierre Vogel
Keyword(s):  
Cross Coupling ◽  
Terminal Alkynes ◽  
Iron Copper ◽  
Aryl Iodides

Lewis Acid-Promoted Suzuki Reaction using Palladium Chloride Anchored on a Polymer as a Catalyst

2008 ◽  
Vol 61 (8) ◽  
pp. 610 ◽  
Author(s):  
Guozhi Fan ◽  
Hanjun Zhang ◽  
Siqing Cheng ◽  
Zhandong Ren ◽  
Zhijun Hu ◽  
...  
Keyword(s):  
Catalytic Activity ◽  
Lewis Acid ◽  
Lewis Acids ◽  
Heterogeneous Catalysts ◽  
Suzuki Reaction ◽  
Cross Coupling ◽  
Palladium Chloride ◽  
Coupling Reactions ◽  
Cross Coupling Reactions ◽  
Recoverable Catalyst

Palladium chloride anchored on polystyrene modified by 5-amino-1,10-phenanthroline was prepared and used as an efficient recoverable catalyst for Suzuki cross-coupling reactions. The heterogeneous catalysts can be easily separated from the reaction mixture and reused for five cycles without significant Pd leaching and loss of catalytic activity. Rate enhancement in the Suzuki reaction by Lewis acids was also studied.

A copper-free, cross-coupling of terminal alkynes with hetaryl halides

2013 ◽  
Vol 54 (48) ◽  
pp. 6524-6528 ◽  
Author(s):  
Pavel Arsenyan ◽  
Kira Rubina ◽  
Jelena Vasiljeva ◽  
Sergey Belyakov
Keyword(s):  
Cross Coupling ◽  
Terminal Alkynes
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