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Single‐Electron‐Transfer‐Induced Coupling of Alkylzinc Reagents with Aryl Iodides
Author(s) -
Okura Keisho,
Shirakawa Eiji
Publication year - 2016
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201600367
Subject(s) - chemistry , reagent , aryl , diglyme , iodide , alkyl , lithium (medication) , solvent , electron transfer , lithium iodide , combinatorial chemistry , medicinal chemistry , inorganic chemistry , organic chemistry , electrolyte , medicine , electrode , endocrinology
Alkylzinc reagents prepared from an alkyllithium and zinc iodide were found to undergo coupling with aryl and alkenyl iodides in the presence of LiI in a mixed solvent consisting of THF and diglyme (1:1). Alkyllithiums, prepared by halogen–lithium exchange between an alkyl iodide and tert ‐butyllithium, are also converted to alkylarenes through alkylzinc reagents.