Journal of Organic Chemistry p. 1415 - 1424 (1993)
Update date:2022-08-04
Topics:
Rice, Joseph E.
Cai, Zhen-Wei
An intramolecular triflate-arene coupling reaction mediated by bis(triphenylphosphine)palladium(II) chloride has been developed for the synthesis of each of the isomeric benzofluoranthenes.This reaction, which results in formation of a new five-membered ring, proceeds in highest yields when performed using 0.1 equiv of the palladium catalyst, 3 eqiv of lithium chloride, and 1.2 eqiv of 1,8-diazabicyclo<5.4.0>undec-7-ene in N,N-dimethylformamide at 140 deg C.The biaryl precursors needed for the coupling reaction can be prepared by <1,2-bis(diphenylphosphino)ethane>nickel(II) chloride catalyzed coupling of an aryl bromide with an
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