Indium in organic synthesis
This presentation is the property of its rightful owner.
Sponsored Links
1 / 38

Indium in Organic Synthesis PowerPoint PPT Presentation


  • 85 Views
  • Uploaded on
  • Presentation posted in: General

Indium in Organic Synthesis. Huang-Jianzhou 2012-04-14. Content. 1 、 Introduction. 2 、 Preparation of Allylindium. 3 、 As Lewis Acid. 4 、 Cross coupling. 5 、 Reduction. 6 、 Conclusion. 1 、 Introduction. 5s2 5p1. 1863. J. Uziel, Synthesis, 2007 , 1739.

Download Presentation

Indium in Organic Synthesis

An Image/Link below is provided (as is) to download presentation

Download Policy: Content on the Website is provided to you AS IS for your information and personal use and may not be sold / licensed / shared on other websites without getting consent from its author.While downloading, if for some reason you are not able to download a presentation, the publisher may have deleted the file from their server.


- - - - - - - - - - - - - - - - - - - - - - - - - - E N D - - - - - - - - - - - - - - - - - - - - - - - - - -

Presentation Transcript


Indium in organic synthesis

Indium in Organic Synthesis

Huang-Jianzhou

2012-04-14


Indium in organic synthesis

Content

1、Introduction

2、 Preparation of Allylindium

3、As Lewis Acid

4、Cross coupling

5、Reduction

6、Conclusion


Indium in organic synthesis

1、Introduction

5s2 5p1

1863

J. Uziel, Synthesis, 2007, 1739.

Scott E. Denmark, Chem. Rev. 2003, 103, 2763

Basi V. Subba Reddy, Eur. J. Org. Chem. 2010, 591

Sujit Roy, Chem. Rev. 2010, 110, 2472

Anthony J. Downs, Chem. Rev. 2007, 107, 2

化合价:0, +1,+2,+3

Advantagesindium in organic synthsis:

  • stable in air and water

  • Notoxicity for man

  • Low first ionization potential, can be an effective single electron transfer agent

  • organoindium reagents are easy prepared


Indium in organic synthesis

Regioselectivity


Indium in organic synthesis

Diastereoselectivity


Indium in organic synthesis

2、Preparation of Allylindium


Indium in organic synthesis

allenes


Indium in organic synthesis

allylindium intermediate

The reactivity of the allyl halide :I≈ Br >> Cl, F inactive


Indium in organic synthesis

Addition to C=O Bonds

16


Indium in organic synthesis

Asymmetry


Indium in organic synthesis

Addition to C=N Bonds


Indium in organic synthesis

Asymmetry


Indium in organic synthesis

Addition to C-C Multiple Bonds


Indium in organic synthesis

Other ways

24


Indium in organic synthesis

3、As Lewis Acid


Indium in organic synthesis

Coniaene reaction


Indium in organic synthesis

Aldol, Minnich, D-A Reaction


Indium in organic synthesis

Carbonyl-ene Reactions


Indium in organic synthesis

5、Cross-Coupling


Indium in organic synthesis

4、Reduction


Indium in organic synthesis

Reductive Aldol Reaction


Indium in organic synthesis

6、Conclusion

  • Indium and its salts provide various methodologies for formation C-C bond, with high reactivity and the unique selectivity;

  • Work is still ongoing, especially in enantioselective reactions.


Indium in organic synthesis

Thank You !


  • Login