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Reporter: Qinglan LiuSupervisor: Prof. Yong Huang
2016-01-25
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Introduction
General directing group
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σ-electron donating groups: pyridyl, acetyl, and amide etc
Org. Chem. Front. 2015, 2, 1107
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Introduction
alkenyl and alkynyl functional groups as directing group
J. Org. Chem. 1993, 58, 5386
J. Am. Chem. Soc. 2008, 130, 5636
Chem. Commun. 2008, 44, 6013
J. Am. Chem. Soc. 2012, 134, 5738
Chem. –Eur. J. 2014, 20, 385
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Introduction
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A potent directing group to activate C−H bonds with palladium complexes
As an addition acceptor to form cyclic products.
Introduction
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Partner I:alkynes
Angew. Chem. Int. Ed. 2015, 54, 3783
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O
O
No reaction
J. Am. Chem. Soc. 2012, 134, 6124
Partner I:alkynes
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Partner I:alkynes
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Partner I:alkynes
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bulky ligands and substituents on the alkynyl carbon
Partner I:alkynes
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Partner II: double bonds
One –pot can also be conducted
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Partner II: double bonds
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benzoxazinone
Tetrahedron 2015, 71, 4522
Partner II: double bonds
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Benzoxazinone ring is nearly planar and that the 4-phenyl group is twisted almost perpendicular to the benzoxazinone plane.
Partner II: double bonds
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Partner II: double bonds
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sp3 C-H activation
CMD C-H activation
Partner III: Intramolecular insertion
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Peterson olefination
Partner III: Intramolecular insertion
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Partner III: Intramolecular insertion
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Partner III: Intramolecular insertion
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Partner III: Intramolecular insertion
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Summary
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Thanks for Your Attention!