Palladium-catalyzed oxidative cyclization of aniline-tethered alkylidenecyclopropanes with O2: a facile protocol to selectively synthesize 2- and 3-vinylindoles

Author:

Cao Bo12345,Simaan Marwan678910ORCID,Marek Ilan678910,Wei Yin1112131415,Shi Min12345

Affiliation:

1. Key Laboratory for Advanced Materials and Institute of Fine Chemicals

2. School of Chemistry & Molecular Engineering

3. East China University of Science and Technology

4. Shanghai 200237

5. China

6. The Mallat Family Laboratory of Organic Chemistry

7. Schulich Faculty of Chemistry and Lise Meitner-Minerva Center for Computational Quantum Chemistry

8. Technion-Israel Institute of Technology

9. Technion City

10. Israel

11. State Key Laboratory of Organometallic Chemistry

12. University of Chinese Academy of Sciences

13. Shanghai Institute of Organic Chemistry

14. Chinese Academy of Sciences

15. Shanghai 200032

Abstract

A facile and versatile palladium catalyzed oxidative cyclization of aniline-tethered alkylidenecyclopropanes with O2 to selectively construct important synthetic intermediates 2- and 3-vinylindoles in moderate to good yields has been developed.

Funder

National Natural Science Foundation of China

Publisher

Royal Society of Chemistry (RSC)

Subject

Materials Chemistry,Metals and Alloys,Surfaces, Coatings and Films,General Chemistry,Ceramics and Composites,Electronic, Optical and Magnetic Materials,Catalysis

Reference87 articles.

1. R. J. Sundberg , The Chemistry of Indoles, Academic Press, New York, 1970

2. Alkaloids Chemical and Biological Perspectives, ed. S. W. Pelletier, Wiley-Interscience, New York, 1983, vol. 4, p. 211

3. R. J. Sundberg , Indoles, Academic Press, San Diego, 1996

4. Indolizidine and quinolizidine alkaloids

5. Marine natural products

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