Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2016, Issue 6, Pages 1110-1118Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201501544
Keywords
Diaryliodoniums; Domino reactions; Homogeneous catalysis; Polycycles; Enynes
Categories
Funding
- Guangdong Science and Technology Department [2013B051000034, 2014A030313196]
- Guangzhou Innovation Research Program [LCY201317]
- National Natural Science Foundation of China [81430060]
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Unlike the widely studied linear diaryliodoniums as electrophilic arylating reagents, cyclic diaryliodoniums have the potential to initiate dual arylations with atom and step economy. In our current work, cascade reactions of cyclic diaryliodoniums and two equivalent alkynes have been successfully achieved under mild conditions, catalyzed by CuI/PdCl2(PPh3)(2). The transformation could also be realized in a stepwise way with two different alkynes or with one alkyne and one alkene. The reaction enables a rapid access to a variety of complex fluorenes containing conjugate enyne and diene fragments.
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