A Pd-catalyzed, boron ester-mediated, reductive cross-coupling of two aryl halides to synthesize tricyclic biaryls

2017 ◽  
Vol 15 (27) ◽  
pp. 5790-5796 ◽  
Author(s):  
Zhilong Chen ◽  
Xiaodong Wang
Keyword(s):  
Palladium Catalyst ◽  
Cross Coupling ◽  
Aryl Halides ◽  
Direct Cross ◽  
One Step

A direct cross-coupling of two different aryl halides in the presence of a palladium catalyst and boron ester was developed to synthesize tricyclic biaryls in one step.

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.

scholarly journals An expedient, mild and aqueous method for Suzuki–Miyaura diversification of (hetero)aryl halides or (poly)chlorinated pharmaceuticals

2021 ◽  
Author(s):  
Sunil V. Sharma ◽  
Cristina Pubill-Ulldemolins ◽  
Enrico Marelli ◽  
Rebecca J. M. Goss
Keyword(s):  
Cross Coupling ◽  
Aryl Halides ◽  
Aqueous Method ◽  
Direct Cross ◽  
Pharmaceutical Agents

Simple, aqueous and direct cross-coupling of diverse and complex (hetero)aromatic halides and active pharmaceutical agents.

scholarly journals Evaluation of P-bridged biaryl phosphine ligands in palladium-catalysed Suzuki–Miyaura cross-coupling reactions

RSC Advances ◽  
2021 ◽  
Vol 11 (43) ◽  
pp. 26883-26891
Author(s):  
Jairus L. Lamola ◽  
Paseka T. Moshapo ◽  
Cedric W. Holzapfel ◽  
Munaka Christopher Maumela
Keyword(s):  
Palladium Catalyst ◽  
Cross Coupling ◽  
Phosphine Ligands ◽  
Aryl Halides ◽  
Coupling Reactions ◽  
Arylboronic Acids ◽  
Cross Coupling Reactions ◽  
Catalyst Systems

Efficient palladium catalyst systems consisting of bench-stable biaryl phosphacycles and Pd(OAc)2 are described for Suzuki–Miyaura cross-coupling reactions of a diverse array of aryl halides and arylboronic acids.

An iminophosphine-palladium catalyst for cross-coupling of aryl halides with organostannanes

1997 ◽  
Vol 38 (21) ◽  
pp. 3759-3762 ◽  
Author(s):  
Eiji Shirakawa ◽  
Hiroto Yoshida ◽  
Hidemasa Takaya
Keyword(s):  
Palladium Catalyst ◽  
Cross Coupling ◽  
Aryl Halides

Highly active thiol-functionalized SBA-15 supported palladium catalyst for Sonogashira and Suzuki–Miyaura cross-coupling reactions

RSC Advances ◽  
2015 ◽  
Vol 5 (2) ◽  
pp. 1295-1300 ◽  
Author(s):  
Shaheen M. Sarkar ◽  
Md. Lutfor Rahman ◽  
Mashitah Mohd Yusoff
Keyword(s):  
Palladium Catalyst ◽  
Cross Coupling ◽  
Aryl Halides ◽  
Pd Catalyst ◽  
Coupling Reactions ◽  
Supported Palladium Catalyst ◽  
Cross Coupling Reactions ◽  
Highly Active ◽  
Supported Palladium

SBA-15 supported heterogeneous Pd-catalyst was prepared and applied towards Sonogashira and Suzuki–Miyaura cross-coupling reactions of activated and inactivated aryl halides to give the corresponding coupling products in up to 98% yield.

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