4.7 Article

A novel multicomponent reaction of arynes, β-keto sulfones, and Michael-type acceptors:: A direct synthesis of polysubstituted naphthols and naphthalenes

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 72, Issue 10, Pages 3965-3968

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo070241q

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[GRAPHICS] A novel multicomponent reaction of arynes, beta-keto sulfones, and Michael-type acceptors is presented, providing an efficient method for the synthesis of polysubstituted naphthols and polysubstituted naphthalenes. Further investigation suggests that the tandem reaction may proceed via a sequential nucleophilic attack to arynes, intramolecular nucleophilic substitution followed by a Michael addition, and a ring closure-elimination process.

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