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Directed Zincation with TMPZnCl·LiCl and Further Functionalization of the Tropolone Scaffold
The directed zincation of tropolone
derivatives was achieved using
TMPZnCl·LiCl. Various functionalizations of the zincated intermediates
by halogenation, acylation, allylation, and Negishi cross-coupling
were successfully performed. Additionally, 1,8-conjugate addition–elimination
reactions with a variety of arylmagnesium and secondary alkylzinc
reagents were carried out to further elaborate the tropolone core