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N-(2-pyridyl)sulfonyl groups for ortho-directing palladium carbon-halogen bond formation at functionalized arenes
Johan Guilbaud, Marine Labonde, Hélène Cattey, Sylvie Contal, Christian Montalbetti, Nadine Pirio, Julien Roger, Jean-Cyrille Hierso

N-(2-pyridyl)sulfonyl groups for ortho-directing palladium carbon-halogen bond formation at functionalized arenes

Science & Mathematics Published 2017 Verification Pending

Overview & Synopsis

We describe an efficient palladium‐catalyzed selective C–H ortho ‐monohalogenation (X=I, Br, Cl, F) of various functionalized (2‐pyridyl)arylsulfones. ortho‐ , meta‐ and para ‐functionalization is tolerated at the arene group which undergoes C–H halogenation. Some modifications are also possible on the 2‐(arylsulfonyl)heteroaryl directing groups. A comparison of the halogenation efficiency suggests that bromination is the practical method of choice, while chlorination and fluorination are possible but more challenging. Under forcing conditions ortho ‐dihalogenation can also be achieved. magnified image

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Document Information

Document Title N-(2-pyridyl)sulfonyl groups for ortho-directing palladium carbon-halogen bond formation at functionalized arenes
Author / Organization Johan Guilbaud, Marine Labonde, Hélène Cattey, Sylvie Contal, Christian Montalbetti, Nadine Pirio, Julien Roger, Jean-Cyrille Hierso
Subject & Discipline Multidisciplinary Academic Open Research
Categories Science & Mathematics
Publication Year 2017
License / Rights Open Access / Creative Commons
Resource Verification Listed PDF (Verification Pending)
Original Host Website HAL Open Science (hal.science)
File Format application/pdf (Portable Document Format)
Language EN
Catalog ID DOC-22766
Original Source Link Visit Source Page on hal.science »