reporter: qinglan liu supervisor: prof. yong huang 2016-01-25

Reporter: Qinglan LiuSupervisor: Prof. Yong Huang

2016-01-25

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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