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

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.

ChemInform Abstract: Palladium-Catalyzed Direct Cross-Coupling Reaction Between Indenes and Electron-Deficient Alkenes.

ChemInform ◽  
2010 ◽  
Vol 41 (43) ◽  
pp. no-no
Author(s):  
Yun-He Xu ◽  
Wee-Jian Wang ◽  
Zhen-Kang Wen ◽  
Joshua Jonathan Hartley ◽  
Teck-Peng Loh
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Cross Coupling Reaction ◽  
Direct Cross ◽  
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

Stereodivergent Hydrosilylation, Hydrostannylation, and Hydrogermylation of α-Trifluoromethylated Alkynes and Their Synthetic Applications

Synthesis ◽  
2016 ◽  
Vol 48 (19) ◽  
pp. 3317-3330 ◽  
Author(s):  
Cédric Tresse ◽  
Stéphane Schweizer ◽  
Philippe Bisseret ◽  
Jacques Lalevée ◽  
Gwilherm Evano ◽  
...  
Keyword(s):  
Functional Group ◽  
Cross Coupling ◽  
Aryl Halides ◽  
Coupling Reactions ◽  
Cross Coupling Reactions ◽  
Palladium Catalyzed

Stereoselective hydrometalation reactions of aryl- and alkyl-substituted trifluoromethylated alkynes with triethylsilane, tributylstannane, and triphenylgermane have been investigated. (E)-α-CF3-Vinylsilanes, -stannanes, and -germanes were obtained under palladium-catalyzed conditions whereas the corresponding (Z)-α-CF3-vinylgermanes were obtained under radical conditions. These reactions proceed in good to excellent yields and possess a broad functional group tolerance. Applications of the (Z)- and (E)-α-CF3-vinylgermanes in palladium-catalyzed cross-coupling reactions with aryl halides having diverse electronic requirements were also investigated. The corresponding (Z)- and (E)-α-CF3-styrenes were obtained as single isomers, thus demonstrating the utility of these versatile synthons for the synthesis of stereodefined trifluoromethylated alkenes.

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