Palladium-Catalyzed Suzuki Cross-Coupling of Aryl Halides with Aryl Boronic Acids in the Presence of Glucosamine-Based Phosphines.

ChemInform ◽  
2004 ◽  
Vol 35 (15) ◽  
Author(s):  
Robert Kolodziuk ◽  
Alexandra Penciu ◽  
Mustapha Tollabi ◽  
Eric Framery ◽  
Catherine Goux-Henry ◽  
...  
Keyword(s):  
Cross Coupling ◽  
Boronic Acids ◽  
Aryl Halides ◽  
Palladium Catalyzed

Palladium-catalyzed cross-coupling reactions of aryl boronic acids with aryl halides in water

2009 ◽  
Vol 21 ◽  
pp. S124-S126 ◽  
Author(s):  
Shaoyan WANG ◽  
Zhiqiang ZHANG ◽  
Zhizhi HU ◽  
Yue WANG ◽  
Peng LEI ◽  
...  
Keyword(s):  
Cross Coupling ◽  
Boronic Acids ◽  
Aryl Halides ◽  
Coupling Reactions ◽  
Cross Coupling Reactions ◽  
Palladium Catalyzed

Palladium-catalyzed Suzuki cross-coupling of aryl halides with aryl boronic acids in the presence of glucosamine-based phosphines

2003 ◽  
Vol 687 (2) ◽  
pp. 384-391 ◽  
Author(s):  
Robert Kolodziuk ◽  
Alexandra Penciu ◽  
Mustapha Tollabi ◽  
Eric Framery ◽  
Catherine Goux-Henry ◽  
...  
Keyword(s):  
Cross Coupling ◽  
Boronic Acids ◽  
Aryl Halides ◽  
Palladium Catalyzed

C(sp3)–H activation-enabled cross-coupling of two aryl halides: an approach to 9,10-dihydrophenanthrenes

2020 ◽  
Vol 56 (74) ◽  
pp. 10942-10945
Author(s):  
Yichao Gu ◽  
Xueliang Sun ◽  
Bin Wan ◽  
Zhuoer Lu ◽  
Yanghui Zhang
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Aryl Halides ◽  
Innovative Method ◽  
Cross Coupling Reaction ◽  
Chlorobenzoic Acids ◽  
Palladium Catalyzed

A palladium-catalyzed cross-coupling reaction of aryl halides with 2-chlorobenzoic acids has been developed through C(sp3)–H activation, which provides an innovative method for the synthesis of 9,10-dihydrophenanthren.

An active ferrocenyl triarylphosphine for palladium-catalyzed Suzuki–Miyaura cross-coupling of aryl halides

2004 ◽  
pp. 2336-2337 ◽  
Author(s):  
Fuk Yee Kwong ◽  
Kin Shing Chan ◽  
Chi Hung Yeung ◽  
Albert S. C. Chan
Keyword(s):  
Cross Coupling ◽  
Aryl Halides ◽  
Palladium Catalyzed

scholarly journals Amine-Catalysed Suzuki–Miyaura-Type Coupling? the Identification and Isolation of the Palladium Culprits.

2021 ◽  
Author(s):  
Mickaël Avanthay ◽  
Robin Bedford ◽  
Callum Begg ◽  
Dietrich Böse ◽  
Jonathan Clayden ◽  
...  
Keyword(s):  
Catalytic Activity ◽  
Cross Coupling ◽  
Boronic Acids ◽  
Palladium Complexes ◽  
Aryl Halides ◽  
Type Coupling ◽  
Paradigm Shifting

A recent report in Nature Catalysis detailed the potentially paradigm-shifting organocatalysis of Suzuki cross-coupling of aryl halides with aryl boronic acids, catalysed by simple amine species. We have conducted a reinvestigation of key claims in this paper across multiple academic and industrial laboratories that shows that the observed catalytic activity cannot be due to the amine, but rather is due to tricyclohexylphosphine palladium complexes that are readily entrained during the purification of the amine<b>.</b>

scholarly journals Synthesis of 2-Alkenyl-Tethered Anilines

Synthesis ◽  
2017 ◽  
Vol 49 (13) ◽  
pp. 2873-2888 ◽  
Author(s):  
Scott Denmark ◽  
Hyung Chi
Keyword(s):  
Lewis Acid ◽  
Cross Coupling ◽  
Aryl Halides ◽  
Cope Rearrangement ◽  
The Third ◽  
Cross Metathesis ◽  
Direct Cross ◽  
Palladium Catalyzed

Three general routes for the synthesis of (E)-2-alkenyl-tethered anilines have been developed. The first route involves a 3-aza-Cope rearrangement of N-allylic anilines in the presence of a Lewis acid. The requisite N-allylic anilines were prepared by the addition of vinylmagnesium reagents to the corresponding aldimines. The second route details a direct cross-metathesis of 2-allylic or 2-homoallylic anilines with styrenes. The third route involves a palladium-catalyzed C–N cross-coupling of aryl halides. Taken together, these three strategies allowed access to the requisite aniline substrates with pendant alkenes at the 2-position with excellent trans selectivities.

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