1987
DOI: 10.1002/chin.198707225
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ChemInform Abstract: 12‐Organyldibenz(b,g)azocine‐5,7‐diones.

Abstract: The title compounds (III) or (VII) are synthesized best by cyclization (intramolecular ester condensation) of the precursors (II) or (VI) which, in turn, are accessible from the compound (Ia) (or (Ib)) or (IV), respectively.

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“…In view of the absence of results relating to the N-arylations of anilines with iodothiophenes, and inspired by the conditions reported by Hellwinkel and Ittemann in the benzene series [59], we selected ethyl anthranilate as the coupling partner. While using 2-iodothiophene only gave the expected product in 52% yield under our optimized conditions (1 equiv activated copper and 2 equiv potassium carbonate in dibutyl ether at 140 • C for 24 h), 3-iodothiophene proved much more reactive, giving the product in 92% yield.…”
Section: Aromatic Iodides In Copper-mediated N-arylation Of Anilinesmentioning
confidence: 99%
“…In view of the absence of results relating to the N-arylations of anilines with iodothiophenes, and inspired by the conditions reported by Hellwinkel and Ittemann in the benzene series [59], we selected ethyl anthranilate as the coupling partner. While using 2-iodothiophene only gave the expected product in 52% yield under our optimized conditions (1 equiv activated copper and 2 equiv potassium carbonate in dibutyl ether at 140 • C for 24 h), 3-iodothiophene proved much more reactive, giving the product in 92% yield.…”
Section: Aromatic Iodides In Copper-mediated N-arylation Of Anilinesmentioning
confidence: 99%