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Beilstein J. Org. Chem. 2015, 11, 1624–1631, doi:10.3762/bjoc.11.177
Graphical Abstract
Figure 1: Representative structures of biologically important phthalazin-1(2H)-ones.
Scheme 1: The construction of phthalazin-1(2H)-one scaffold via C–H activation.
Scheme 2: Copper-mediated reaction of ethynylbenzene with carboxylic acid derivatives. Reaction conditions: 1...
Scheme 3: Copper-mediated reaction of N-(quinolin-8-yl)benzamide with terminal alkynes. Reaction conditions: ...
Scheme 4: Hydrazinolysis and removal of the directing group.
Scheme 5: Plausible reaction mechanism.
Beilstein J. Org. Chem. 2011, 7, 1372–1378, doi:10.3762/bjoc.7.161
Figure 1: Structures of dictyostatin and selected analogs varying at C6, C16, and C25–C26.
Figure 2: Retrosynthetic analysis for 3a and 3b.
Scheme 1: Synthesis of top fragment 8 (C18–C26).
Scheme 2: Synthesis of middle fragment 7 (C10–C17).
Scheme 3: Synthesis of bottom fragments 6a,b (C1–C9).
Scheme 4: Coupling of the top and middle fragments.
Scheme 5: Coupling with the bottom fragment and end game.