Palladium-catalyzed, unsymmetrical homocoupling of thiophenes via carbon–sulfur bond activation: a new avenue to homocoupling reactions

2017 ◽  
Vol 15 (37) ◽  
pp. 7830-7840
Author(s):  
Amir Hossein Vahabi ◽  
Abdolali Alizadeh ◽  
Hamid Reza Khavasi ◽  
Ayoob Bazgir

Introduction of an unprecedented pattern of reactivity, namely the C–N unsymmetrical homocoupling by joining the electrophilic and nucleophilic motifs of the substrate through transition-metal catalysis.

2021 ◽  
Author(s):  
Pratheepkumar Annamalai ◽  
Ke‐Chien Liu ◽  
Satpal Singh Badsara ◽  
Chin‐Fa Lee

ChemInform ◽  
2011 ◽  
Vol 42 (25) ◽  
pp. no-no
Author(s):  
Jose Barluenga ◽  
Noelia Quinones ◽  
Maria-Paz Cabal ◽  
Fernando Aznar ◽  
Carlos Valdes

2020 ◽  
Vol 16 ◽  
pp. 2151-2192
Author(s):  
Shahboz Yakubov ◽  
Joshua P Barham

The importance of fluorinated products in pharmaceutical and medicinal chemistry has necessitated the development of synthetic fluorination methods, of which direct C–H fluorination is among the most powerful. Despite the challenges and limitations associated with the direct fluorination of unactivated C–H bonds, appreciable advancements in manipulating the selectivity and reactivity have been made, especially via transition metal catalysis and photochemistry. Where transition metal catalysis provides one strategy for C–H bond activation, transition-metal-free photochemical C–H fluorination can provide a complementary selectivity via a radical mechanism that proceeds under milder conditions than thermal radical activation methods. One exciting development in C–F bond formation is the use of small-molecule photosensitizers, allowing the reactions i) to proceed under mild conditions, ii) to be user-friendly, iii) to be cost-effective and iv) to be more amenable to scalability than typical photoredox-catalyzed methods. In this review, we highlight photosensitized C–H fluorination as a recent strategy for the direct and remote activation of C–H (especially C(sp3)–H) bonds. To guide the readers, we present the developing mechanistic understandings of these reactions and exemplify concepts to assist the future planning of reactions.


2011 ◽  
Vol 123 (10) ◽  
pp. 2398-2401 ◽  
Author(s):  
José Barluenga ◽  
Noelia Quiñones ◽  
María-Paz Cabal ◽  
Fernando Aznar ◽  
Carlos Valdés

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