Abstract

AbstractLithium phenylacetylide reacted with short‐chain N‐(ω‐bromoalkyl)phthalimides 1b and 1c to give tricyclic products 2b and 2c in moderate yields. Likewise, tricyclic products 3a‐c were obtained when short‐chain imides 1a‐c were treated with phenyllithium. When longer‐chain imides 1d‐f in this series were treated with lithium phenylacetylide only tertiary alcohols 4d‐f could be isolated. Partial hydrogenation of 2b and 2c yielded the corresponding alkenes 5b and 5c, products which corroborated the structural assignment of 2b and 2c.

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