PropertyValue
?:abstract
  • Using the bimetallic combination sBu2Mg·2LiOR (R = 2-ethylhexyl) in toluene enables efficient and regioselective Br/Mg-exchanges with various dibromo-arenes and -heteroarenes under mild reaction conditions and provides bromo-substituted Grignard reagents. Assessing the role of Lewis donor additives in these reactions revealed that N,N,N\',N\'\',N\'\'-pentamethyldiethylenetriamine (PMDTA) finely tunes the regioselectivity of the Br/Mg-exchange on dibromo-pyridines and -quinolines. Combining spectroscopic with X-ray crystallographic studies, light has been shed on the mixed Li/Mg- constitution of the organometallic intermediates accomplishing these transformations. These systems reacted effectively with a broad range of electrophiles, including allyl bromides, ketones, aldehydes, and Weinreb amides in good yields.
is ?:annotates of
?:creator
?:doi
  • 10.1002/anie.202012496
?:doi
?:journal
  • Angewandte_Chemie
?:license
  • no-cc
?:pmid
?:pmid
  • 33079466
?:publication_isRelatedTo_Disease
?:source
  • Medline
?:title
  • Regioselective Bromine/Magnesium-Exchange for Selective Functionalization of Polyhalogenated Aromatics and Heterocycles.
?:type
?:year
  • 2020-10-20

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