1981
DOI: 10.1246/bcsj.54.1587
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Regiospecific Synthesis of 3-Alkylfurans and 3-Alkylthiophenes via Organoboranes

Abstract: The reaction of bromine or iodine with ate-complexes obtained from trialkylboranes and 3-lithiofuran or 3-lithiothiophene gives the corresponding 3-alkylfurans or 3-alkylthiophenes in good yields, respectively.

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Cited by 19 publications
(1 citation statement)
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“…The earliest applications of transition-metal-free couplings can be found in pioneering work from the groups of Levy, [67][68][69] Negishi, [70,71] Suzuki, [72][73][74] Ishikura, [75][76][77][78][79][80] and others. [81][82][83] These examples showed that aryl and alkylboranes can undergo arylation processes by treatment with electronrich aryllithiums (e.g., 2-lithiofuran, 2-lithiothiophene) followed by electrophilic trapping (Scheme 21).…”
Section: Pioneering Workmentioning
confidence: 99%
“…The earliest applications of transition-metal-free couplings can be found in pioneering work from the groups of Levy, [67][68][69] Negishi, [70,71] Suzuki, [72][73][74] Ishikura, [75][76][77][78][79][80] and others. [81][82][83] These examples showed that aryl and alkylboranes can undergo arylation processes by treatment with electronrich aryllithiums (e.g., 2-lithiofuran, 2-lithiothiophene) followed by electrophilic trapping (Scheme 21).…”
Section: Pioneering Workmentioning
confidence: 99%