Research advances in palladium-catalysed intermolecular C-H annulation of aryl halides with various aromatic ring
Shujia Qiao1, Wenbo Deng1, Guobo Deng1
1National & Local Joint Engineering Laboratory for New Petro-chemical Materials and Fine Utilization of Resources, Key Laboratory of Chemical Biology and Traditional Chinese Medicine Research (Ministry of Education), and Key Laboratory of the Assembly and Application of Organic Functional Molecules of Hunan Province, Hunan Normal University, Changsha 410081, China. yuanyang@hunnu.edu.cn.
Abstract:
Transition-metal-catalysed C-H functionalization has emerged as a powerful approach for the transformation of organic molecules due to its high atom and step economy. Palladium-catalysed intermolecular C-H annulation of aryl halides, especially those involving annulation of a five-membered C,C-palladacycle with coupling reagents, have attracted considerable attention in the past decades. This review summarizes the progress on palladium-catalysed intermolecular C-H annulation of aryl halides with various aromatic ring precursors. Mechanistically, five-membered C,C-palladacycles as intermediates are involved in the majority of reactions.
More Related Videos
Related Concept Videos
Nucleophilic Aromatic Substitution: Elimination–Addition
Nucleophilic Aromatic Substitution of Aryldiazonium Salts: Aromatic SN1
In the Sandmeyer reaction, for example, the diazonio group is replaced by a chloro, bromo,...
ortho–para-Directing Activators: –CH3, –OH, –⁠NH2, –OCH3
Diazonium Group Substitution with Halogens and Cyanide: Sandmeyer and Schiemann Reactions
Nucleophilic Aromatic Substitution: Addition–Elimination (SNAr)
The reaction begins with an attack of the nucleophile on the carbon that holds the leaving group. This results in the delocalization of the π electrons over the ring carbons. The resonance interaction between...
Electrophilic Addition to Alkynes: Halogenation
Halogenation is another class of electrophilic addition reactions where a halogen molecule gets added across a π bond. In alkynes, the presence of two π bonds allows for the addition of two equivalents of halogens (bromine or chlorine). The addition of the first halogen molecule forms a trans-dihaloalkene as the major product and the cis isomer as the minor product. Subsequent addition of the second equivalent yields the tetrahalide.


