期刊
JOURNAL OF COMBINATORIAL CHEMISTRY
卷 11, 期 5, 页码 875-879出版社
AMER CHEMICAL SOC
DOI: 10.1021/cc900057n
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资金
- National Institute of General Medical Sciences [R01 GM070620, R01 GM079593]
- National Institutes of Health Kansas University Chemical Methodologies and Library Development Center of Excellence [P50 GM069663]
- NATIONAL INSTITUTE OF GENERAL MEDICAL SCIENCES [R01GM070620, P41GM079593, P50GM069663] Funding Source: NIH RePORTER
3-Iodoindoles have been synthesized by the iodocyclization of N,N-dialkyl-o-(1-alkynyl)anilines, obtained by the Pd/Cu catalyzed coupling of terminal acetylenes with N,N-dialkyl-o-iodoanilines. These 3-iodoindoles undergo palladium-catalyzed Sonogashira and Suzuki coupling reactions to yield I,22,3-trisubstituted indoles. These reactions have been applied to parallel library synthesis utilizing commercially available terminal acetylenes and boronic acids. The aforementioned chemistry has also been carried out on a chlorinated Wang resin as a solid support, affording 1,2,3,5-tetrasubstituted indoles after cleavage from the support. A diverse 42-member library of highly substituted indoles has been synthesized.
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