A novel multicomponent reaction of arynes, beta-keto sulfones, and michael-type acceptors: a direct synthesis of polysubstituted naphthols and naphthalenes.
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.
Huang
Xian
X
Department of Chemistry, Zhejiang University (Campus Xixi), Hangzhou 310028, People's Republic of China. huangx@mail.hz.zj.cn
Xue
Jian
J
D000085:Acetates / Q000737:chemistry; D005650:Fumarates / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D009281:Naphthalenes / Q000138:chemical synthesis / Q000737:chemistry*; D009284:Naphthols / Q000138:chemical synthesis / Q000737:chemistry*; D013450:Sulfones / Q000737:chemistry*
D000085:Acetates; D005650:Fumarates; D009281:Naphthalenes; D009284:Naphthols; D013450:Sulfones