Synthesis of Functionalized Alkylidene Indanes and Indanones through Tandem Phosphine-Palladium Catalysis.

Synthesis of Functionalized Alkylidene Indanes and Indanones through Tandem Phosphine-Palladium Catalysis.
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DOI:
10.1021/acs.orglett.5b00554
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发表时间:
2015-05-01
期刊:
影响因子:
5.2
通讯作者:
Kwon, Ohyun
Kwon, Ohyun
中科院分区:
化学1区
文献类型:
--
作者:
Fan, Yi Chiao;Kwon, Ohyun

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Densely functionalized alkylidene indanes and indanones can be prepared efficiently in one pot, in high yields with good stereoselectivities (in some cases exclusively the Z-isomer), through a route involving phosphine-catalyzed Michael addition followed by palladium-catalyzed Heck cyclization. These transformations tolerate substrates bearing various substituents around the indane/indanone motif. Employing this technology, a concise formal synthesis of sulindac, a nonsteroidal anti-inflammatory drug, has been established.
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