Abstract
Cascade cyclization of bromoenynes bearing an aryl group with
catalytic amounts of palladium(II) acetate and cesium carbonate
led to the direct construction of tri- or tetracyclic heterocycles.
Direct arylation of a pyrrole, furan or thiophene ring in the cascade
reaction affords the corresponding fused heteroarenes in moderate
to good yields.
Key words
tandem reaction - palladium - polycycles - fused-ring systems - ring closure
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11 For example, the reaction of 11b with Pd(OAc)2 (2 mol%) using
K2CO3 (2 equiv) as the base stereoselectively
gave the monocyclic product 13b in 94% yield
(Scheme
[4]
).
Scheme 4
12 A similar result was obtained with
malonate congener 19c, which produced diyne 21 in 69% yield (Scheme
[5]
).
Scheme 5
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