Palladium-catalyzed directing group-assisted C8-triflation of naphthalenes

2016 ◽  
Vol 52 (40) ◽  
pp. 6709-6711 ◽  
Author(s):  
Zhi-Wei Yang ◽  
Qi Zhang ◽  
Yuan-Ye Jiang ◽  
Lei Li ◽  
Bin Xiao ◽  
...  

The transition-metal-catalyzed direct triflation of naphthyl amides and naphthyl ketones has been accomplished for the first time.

Synlett ◽  
2020 ◽  
Vol 31 (09) ◽  
pp. 889-894
Author(s):  
Cong Lin ◽  
Liang Shen ◽  
Yiqing Xu ◽  
Qiuxun Teng ◽  
Jingyi Lin ◽  
...  

An expeditious approach for the synthesis of diverse five-membered lactams through nickel-catalyzed annulation of the C(sp3)–H bonds of aliphatic amides with alkynylsilanes assisted by an 8-aminoquinolinyl directing group is reported, delivering the corresponding lactam derivatives in moderate to high yields. It is worth noting that alkynylsilanes are employed for the first time as coupling partners in the transition-metal-catalyzed functionalization of C(sp3)–H bonds of aliphatic amides. Equimolar amounts of alkynylsilanes and aliphatic amides are utilized, which greatly increases the efficiency of this protocol.


Author(s):  
Thomas Wirth ◽  
Dr. Samuel Attah Egu

Palladium-catalyzed Buchwald-Hartwig aminations of various quinolinequinone derivatives give excellent yields of novel 6-arylamino derivatives of the disubstituted quinolinequinones and 3-arylamino derivatives of the corresponding naphthoquinones. The precursor quinolinequinones are prepared in a three-step sequence from 8-hydroxyquinoline. The transition-metal catalyzed arylations of 6,7-dibromo-5,8-quinolinequinone, 6,7-chloro-5,8-quinolinequinone and 2,3-dichloro-1,4-naphthoquinone are reported for the first time and offer fast and easy access to their derivatives.


Synthesis ◽  
2020 ◽  
Vol 52 (07) ◽  
pp. 993-1006 ◽  
Author(s):  
Guanghua Kuang ◽  
Guangyuan Liu ◽  
Xingxing Zhang ◽  
Naihao Lu ◽  
Yiyuan Peng ◽  
...  

The most recent advances in the construction of oxygen heterocycles by the directing-group-assisted transition-metal-catalyzed direct oxidative annulation of arenes with diverse alkynes are summarized in this review. More than 140 recent research papers and many closely related reviews are referenced in this paper. Nine different oxygen heterocycles frameworks are discussed. Several traditional transition-metal catalysts as well as some classical non-noble metals are utilized to promote the annulation. Three plausible controlling models are disclosed to clarify the excellent regioselectivity outcomes achieved in case of unsymmetrical alkyne substrates.1 Introduction2 Coumarins3 I socoumarins and Their Analogues4 2-Pyrones and Their Analogues5 Chromones and Chroman-4-ones6 Chromenes and Isochromenes7 Fused Polycyclic Oxygen Heteroaromatics8 Benzofurans, Dihydrobenzofurans, and Furans9 Phthalides and Benzofuranones10 Benzoxepines11 Conclusion


2018 ◽  
Vol 54 (89) ◽  
pp. 12543-12560 ◽  
Author(s):  
P. M. Edwards ◽  
L. L. Schafer

Protecting group, directing group, and external oxidant free synthesis of structurally diverse amines.


2002 ◽  
Vol 74 (8) ◽  
pp. 1327-1337 ◽  
Author(s):  
Irina P. Beletskaya

The palladium-catalyzed substitution reactions forming carbon­carbon and carbon­element bonds, as well as nickel-catalyzed addition of E­H and E­E' bonds across multiple bonds, are considered in their application to the chemistry of heterocyclic compounds.


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