New Synthesis of Dibenzofulvenes by Palladium-Catalyzed Double Cross-Coupling Reactions

2012 ◽  
Vol 65 (9) ◽  
pp. 1277 ◽  
Author(s):  
Masaki Shimizu ◽  
Ikuhiro Nagao ◽  
Shin-ichi Kiyomoto ◽  
Tamejiro Hiyama
Keyword(s):  
Cross Coupling ◽  
Synthetic Methods ◽  
Coupling Reactions ◽  
Cross Coupling Reactions ◽  
New Synthesis ◽  
Palladium Catalyzed ◽  
Double Cross

Palladium-catalyzed double cross-coupling reactions of 1,1-bis(pinacolato)borylalk-1-enes with 2,2′-dibromobiaryls and of 9-stannafluorenes with 1,1-dibromoalk-1-enes have been demonstrated to serve as new synthetic methods for dibenzofulvenes.

ChemInform Abstract: New Synthesis of Dibenzofulvenes by Palladium-Catalyzed Double Cross-Coupling Reactions.

ChemInform ◽  
2013 ◽  
Vol 44 (11) ◽  
pp. no-no
Author(s):  
Masaki Shimizu ◽  
Ikuhiro Nagao ◽  
Shin-ichi Kiyomoto ◽  
Tamejiro Hiyama
Keyword(s):  
Cross Coupling ◽  
Coupling Reactions ◽  
Cross Coupling Reactions ◽  
New Synthesis ◽  
Palladium Catalyzed ◽  
Double Cross

scholarly journals A new synthesis of novel alkenylated flavones by palladium-catalyzed cross-coupling reactions

ARKIVOC ◽  
2012 ◽  
Vol 2012 (5) ◽  
pp. 210-225 ◽  
Author(s):  
Szabolcs Fekete ◽  
Tamás Patonay ◽  
Artur M. S. Silva ◽  
José A. S. Cavaleiro
Keyword(s):  
Cross Coupling ◽  
Coupling Reactions ◽  
Cross Coupling Reactions ◽  
New Synthesis ◽  
Palladium Catalyzed

Synthesis of energy transfer cassettes via click and Suzuki–Miyaura cross coupling reactions

RSC Advances ◽  
2016 ◽  
Vol 6 (44) ◽  
pp. 37664-37671 ◽  
Author(s):  
Richa Goel ◽  
Vijay Luxami ◽  
Kamaldeep Paul
Keyword(s):  
Energy Transfer ◽  
Click Reaction ◽  
Cross Coupling ◽  
Synthetic Methods ◽  
Coupling Reactions ◽  
Cross Coupling Reactions ◽  
Palladium Catalyzed ◽  
Energy Transfer Cassettes

Novel cassettes capable of energy transfer involving simple synthetic methodsviz., click reaction at C-8 position and palladium catalyzed Suzuki–Miyaura cross coupling at C-6 position of imidazo[1,2-a]pyrazine, have been represented.

Dual Nickel/Palladium-Catalyzed Reductive Cross-Coupling Reactions Between Two Phenol Derivatives

2020 ◽  
Author(s):  
Baojian Xiong ◽  
Yue Li ◽  
Yin Wei ◽  
Søren Kramer ◽  
Zhong Lian
Keyword(s):  
Functional Group ◽  
Low Cost ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Phenol Derivatives ◽  
Cross Coupling Reactions ◽  
Palladium Catalyzed ◽  
One Step ◽  
Aryl Tosylates ◽  
Low Sensitivity

Cross-coupling between substrates that can be easily derived from phenols is highly attractive due to the abundance and low cost of phenols. Here, we report a dual nickel/palladium-catalyzed reductive cross-coupling between aryl tosylates and aryl triflates; both substrates can be accessed in just one step from readily available phenols. The reaction has a broad functional group tolerance and substrate scope (>60 examples). Furthermore, it displays low sensitivity to steric effects demonstrated by the synthesis of a 2,2’disubstituted biaryl and a fully substituted aryl product. The widespread presence of phenols in natural products and pharmaceuticals allow for straightforward late-stage functionalization, illustrated with examples such as Ezetimibe and tyrosine. NMR spectroscopy and DFT calculations indicate that the nickel catalyst is responsible for activating the aryl triflate, while the palladium catalyst preferentially reacts with the aryl tosylate.

Formal Total Syntheses of Crocacin A-D

2005 ◽  
Vol 70 (10) ◽  
pp. 1696-1708 ◽  
Author(s):  
Magnus Besev ◽  
Christof Brehm ◽  
Alois Fürstner
Keyword(s):  
Natural Products ◽  
Aldol Reaction ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Total Syntheses ◽  
Cross Coupling Reactions ◽  
Palladium Catalyzed ◽  
The Common ◽  
Selective Addition

A concise route to the common polyketide fragment5of crocacin A-D (1-4) is presented which has previously been converted into all members of this fungicidal and cytotoxic family of dipeptidic natural products by various means. Our synthesis features asyn-selective titanium aldol reaction controlled by a valinol-derived auxiliary, a zinc-mediated, palladium-catalyzedanti-selective addition of propargyl mesylate10to the chiral aldehyde9, as well as a comparison of palladium-catalyzed Stille and Suzuki cross-coupling reactions for the formation of the diene moiety of the target.

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