Tetrahedron p. 2003 - 2016 (1994)
Update date:2022-09-26
Topics:
Kin Shing Chan
Chi Ching Mak
A synthetic route for the regioselective synthesis of polysubstituted quinones by the benzannulation and subsequent cross coupling reactions has been developed. Alkenyl chromium carbene complexes undergo regioselective benzannulation with 2-(trimethylsilyl)-1-phenylethyne with oxidative workup to yield silyl quinones which upon iodination with ICI produce iodoquinones. Subsequent Stille's and Suzuki's cross coupling reactions of these iodoquinones yield polysubstituted quinones.
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