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 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.

Palladium-Catalyzed Direct Cross-Coupling of Carboranyllithium with (Hetero)Aryl Halides

2016 ◽  
Vol 22 (49) ◽  
pp. 17542-17546 ◽  
Author(s):  
Ju-You Lu ◽  
Hong Wan ◽  
Jianwei Zhang ◽  
Zhixuan Wang ◽  
Yang Li ◽  
...  
Keyword(s):  
Cross Coupling ◽  
Aryl Halides ◽  
Direct Cross ◽  
Palladium Catalyzed

Glycosyl Stille Cross-Coupling with Anomeric Nucleophiles – A General Solution to a Long-Standing Problem of Stereocontrolled Synthesis of C-Glycosides

Synlett ◽  
2017 ◽  
Vol 28 (13) ◽  
pp. 1510-1516 ◽  
Author(s):  
Maciej Walczak ◽  
Feng Zhu ◽  
Tianyi Yang
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Aryl Halides ◽  
Hydroxyl Groups ◽  
Chemical Methods ◽  
Bioactive Natural Products ◽  
Cross Coupling Reaction ◽  
Stereocontrolled Synthesis ◽  
Direct Cross ◽  
Free Hydroxyl

Aryl C-glycosides are common structural motifs found in bioactive natural products and commercially available drugs. Despite their importance, most chemical methods to prepare C-glycosides have relied on the nucleophilic addition/substitution of a glycosyl electrophile, which result in variable anomeric selectivities and yields. Furthermore, these methods are not compatible with saccharides containing free hydroxyl groups. Here, we describe a direct cross-coupling reaction of anomeric nucleophiles (anomeric stannanes) and aryl halides. This method is the first general approach to the synthesis of aryl C-glycosides resulting in exclusive anomeric selectivities for both anomers for a broad range of aryl and carbohydrate coupling partners (including unprotected saccharides).1 Introduction2 Synthesis of Anomeric Stannanes3 Glycosyl Stille Cross-Coupling4 Future Outlook5 Summary

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.

Carbon-Heteroatom Cross-Coupling via an Electronically Excited Nickel (II) Complex

2019 ◽  
Author(s):  
Randolph Escobar ◽  
Jeffrey Johannes
Keyword(s):  
Energy Transfer ◽  
Functional Groups ◽  
Cross Coupling ◽  
Reductive Elimination ◽  
Aryl Halides ◽  
Coupling Reactions ◽  
General Methodology ◽  
Cross Coupling Reactions ◽  
Electronically Excited ◽  
Energy Transfer Pathway

<div>While carbon-heteroatom cross coupling reactions have been extensively studied, many methods are specific and</div><div>limited to a set of substrates or functional groups. Reported here is a method that allows for C-O, C-N and C-S cross coupling reactions under one general methodology. We propose that an energy transfer pathway, in which an iridium photosensitizer produces an excited nickel (II) complex, is responsible for the key reductive elimination step that couples aryl halides to 1° and 2° alcohols, anilines, thiophenols, carbamates and sulfonamides.</div>

scholarly journals Transition-Metal-Free Cross-Coupling of Aryl Halides with Arylstannanes

2021 ◽  
Author(s):  
Qing He ◽  
Wenli Wang ◽  
Yong Liang ◽  
Zunting Zhang ◽  
Stanislaw F. Wnuk
Keyword(s):  
Transition Metal ◽  
Cross Coupling ◽  
Aryl Halides ◽  
Metal Free
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