Synthesis of regioisomeric 6, 9??(chlorofluoro)??substituted benzo [g] quinoline??5, 10??diones, benzo [g] isoquinoline??5, 10??diones and 6??chloro??9??fluorobenzo [g] …

AP Krapcho, CE Gallagher, A Hammach…

Index: Krapcho, A. Paul; Gallagher, Cynthia E.; Hammach, Abdelhakim; Ellis, Michael; Menta, Ernesto; Oliva, Ambrogio Journal of Heterocyclic Chemistry, 1997 , vol. 34, # 1 p. 27 - 32

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Citation Number: 16

Abstract

Abstract Treatment of difluoro or chloro fluoro-substituted benzyl bromides 5a-c with zinc dust in tetrahydro-furan leads to the corresponding benzylic zinc bromides 6a-c. These organometallics on treatment with chlorosubstituted heterocyclic esters 4A and 4B mediated by nickel catalysis undergo couplings to yield dihalobenzyl substituted heterocyclic esters 7Aa-c and 7Ba-c. Treatment of 4c with 6c under Pd catalysis leads to 7Cc. The acids 8, ...