期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 74, 期 1, 页码 212-221出版社
AMER CHEMICAL SOC
DOI: 10.1021/jo801985a
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资金
- Ministry of Education, Culture, Sports, Science and Technology, Japan (MEXT)
New strategies for the synthesis of 2-substituted indoles and indolines using acyclic, imide-derived enol phosphates which were readily prepared from o-haloanilides have been developed based on Suzuki-Miyaura coupling-cyclization sequences. A highly chemoselective cross-coupling of imide-derived enol phosphates with boron nucleophiles under Suzuki-Miyaura conditions allowed for the efficient preparation of various N-(o-halophenyl)enecarbamates that served as useful precursors for subsequent 5-endo-trig Heck or 5-endo-trig aryl radical cyclizations to furnish 2-substituted indoles or indolines, respectively. Furthermore, a one-pot Suzuki-Miyaura Coupling-cyclization cascade starting from enol phosphates has been developed, which was Successfully applied to the efficient synthesis of an indol-2-yl-1H-quinolin-2-one KDR inhibitor.
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