期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 73, 期 22, 页码 9008-9011出版社
AMER CHEMICAL SOC
DOI: 10.1021/jo8018297
关键词
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资金
- Specialized Research Fund [20060542007]
- National Natural Science Foundation of China [20572020]
- New Century Excellent Talents in University [NCET-06-0711]
A novel electrophilic ipso-cyclization involving an electrophile-exchange process has been developed. In the presence of CuX (X = I, Br, SCN) and electrophilic fluoride reagents, a variety of N-(p-methoxyaryl)propiolamides and 4-methoxyphenyl 3-phenylpropiolate were cyclized to selectively afford the corresponding spiro[4.5]decenones in moderate to good yields. It is noteworthy that two azaquaternary tricyclic products were synthesized through a two-step pathway involving an electrophilic ipso-cyclization and then an intramolecular Heck reaction.
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