Klatt, Thomas published the artcileTMP-Magnesium and TMP-Zinc Bases for the Regioselective Metalation of the Cinnoline Scaffold, Name: 4-Chloro-2-fluoroiodobenzene, the main research area is cinnoline regioselective preparation; regioselective metalation cinnoline methylpiperidinylmagnesium reagent alkylation coupling.
Cinnolines I [R = H, 4-EtO2CC6H4, 4-MeOC6H4, 3-MeO2CC6H4, 3-Me2NC6H4, 3-TBDMSOC6H4, Br, I, MeS, 3-ClC6H4CO, cyclopropanecarbonyl, 2-furanylcarbonyl; R1 = H, 4-MeOC6H4, 3-BocOC6H4, 4-Cl-2-FC6H3, 4-MeO2CC6H4, (E)-BuCH2CH2CH:CH, EtO2CC(:CH2)CH2, 2-cyclohexen-1-yl, Br, I, 3-MeOC6H4, (E)-Me3SiCH:CH; R2 = H, NC, EtO2C] were prepared by regioselective metalation of cinnoline, 6-cinnolinecarbonitrile, or Et 6-cinnolinecarboxylate with tetramethylpiperidinylmagnesium reagents and boron trifluoride etherate or zinc chloride followed by reaction with electrophiles (either alone or using a copper catalyst) or by palladium-catalyzed coupling reactions with aryl bromides or iodides or alkenyl iodides. The use of a frustrated Lewis pair derived from cinnoline, BF3·Et2O, and TMP2Mg·2LiCl yielded 3-substituted cinnolines while the use of the in situ-generated base TMP2Zn·2MgCl2·2LiCl yielded 8-substituted cinnolines; successive metalations allowed the preparation of 3,8-disubstituted cinnolines.
Organic Letters published new progress about Coupling reaction. 6797-79-1 belongs to class chlorides-buliding-blocks, name is 4-Chloro-2-fluoroiodobenzene, and the molecular formula is C6H3ClFI, Name: 4-Chloro-2-fluoroiodobenzene.
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