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Palladium‐Catalyzed Secondary C( sp 3 )−H Arylation of 2‐Alkylpyridines
Author(s) -
Li HongLiang,
Kuninobu Yoichiro
Publication year - 2020
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.202000306
Subject(s) - chemistry , palladium , regioselectivity , catalysis , substituent , aryl , functional group , ligand (biochemistry) , medicinal chemistry , combinatorial chemistry , coupling reaction , derivative (finance) , stereochemistry , organic chemistry , biochemistry , alkyl , polymer , receptor , financial economics , economics
A pyridyl group‐assisted palladium‐catalyzed secondary C( sp 3 )−H arylation protocol was developed. A substituent at the 3‐position of the pyridyl group is proved to be important for promoting C−H arylation and controlling the regioselectivity. Aryl iodides can be used as coupling partners. The reaction proceeded in good to excellent yields with good functional group tolerance, even on the gram‐scale. The preliminary asymmetric reaction was investigated using an L‐proline derivative as a chiral ligand.