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Synthesis of various substituted naphthalene via Palladium catalyzed Cyclization

Synthesis of various substituted naphthalene via Palladium catalyzed Cyclization Chia-Ying Lee b , Ming-Jung Wu a * a Faculty of Medicinal and Applied Chemistry, Kaohsiung Medical University, Kaohsiung, Taiwan.

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Synthesis of various substituted naphthalene via Palladium catalyzed Cyclization

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  1. Synthesis of various substituted naphthalene via Palladium catalyzed Cyclization Chia-Ying Leeb, Ming-Jung Wu a* a Faculty of Medicinal and Applied Chemistry, Kaohsiung Medical University, Kaohsiung, Taiwan. b Graduate Institute of Pharmaceutical Sciences, Kaohsiung Medical University, Kaohsiung, Taiwan. Tel: 886-7-3121101 ext 2220; Fax: 886-7-3125339; E-mail: mijuwu@cc.kmu.edu.tw Abstract A novel palladium catalyzed cyclization of enediynes to give the naphthalene derivatives was reported. For instance, treatment of N-acetyl-2-(3(Z)-undecen-1,5-diynyl)anilines 1 with Pd(CH3CN)2Cl2 in DMF at 80 oC for 2h in 48 % yield. Table 1 Reaction of 1 with Pd(CH3CN)2Cl2 in Various Solvents Table 3 Cyclization of enediynes 1b-g Table 2 Reaction of 1 with Various Pd(II)-catalysts Scheme 1 Proposed Mechanism for the Formation of compound 2 Figure 1 X-ray structure of compound 2d

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