Regiodivergent construction of medium-sized heterocycles from vinylethylene carbonates and allylidenemalononitriles-Reference-Cited by-同舟云学术

Regiodivergent construction of medium-sized heterocycles from vinylethylene carbonates and allylidenemalononitriles

Published:2020 Issue:11 Volume:11 Page:2888-2894
ISSN:2041-6520
Container-title:Chemical Science
language:en
Short-container-title:Chem. Sci.

Author:

Zhang Xiang¹²³⁴⁵,Li Xiang⁶⁷⁸⁹⁴,Li Jun-Long¹⁰¹¹¹²¹³⁴^ORCID,Wang Qi-Wei⁵¹⁴³⁴¹⁰,Zou Wen-Lin¹⁰¹¹¹²¹³⁴,Liu Yan-Qing⁶⁷⁸⁹⁴,Jia Zhi-Qiang¹⁰¹¹¹²¹³⁴,Peng Fu¹²³⁴,Han Bo⁶⁷⁸⁹⁴^ORCID

Affiliation:

1. West China School of Pharmacy

2. Sichuan University

3. Chengdu 610041

4. China

5. Chengdu Institute of Organic Chemistry

6. State Key Laboratory of Southwestern Chinese Medicine Resources

7. School of Pharmacy

8. Chengdu University of Traditional Chinese Medicine

9. Chengdu 611137

10. Antibiotics Research and Re-evaluation Key Laboratory of Sichuan Province

11. Sichuan Industrial Institute of Antibiotics

12. Chengdu University

13. Chengdu 610052

14. Chinese Academy of Sciences

Abstract

Here we report palladium-catalyzed, regiodivergent [5 + 4] and [5 + 2] annulations of vinylethylene carbonates and allylidenemalononitriles affording over 50 medium-sized heterocycles in high isolated yields with excellent regioselectivities.

Funder

National Natural Science Foundation of China

Department of Science and Technology of Sichuan Province

Chengdu University

Publisher

Royal Society of Chemistry (RSC)

Subject

General Chemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2020/SC/C9SC06377C

Reference80 articles.

1. W. Carruthers , Cycloaddition reactions in organic synthesis , Pergamon , Oxford , 1990

2. Cycloaddition reactions in organic synthesis , ed. S. Kobayashi and K. A. Jorgensen , Wiley-VCH , New York , 2002

3. Handbook of cyclization reactions , ed. S.-M. Ma , Wiley-VCH , New York , 2010

4. Methods and applications of cycloaddition reactions in organic syntheses , ed. N. Nishiwaki , John Wiley & Sons , New York , 2014

5. Analysis of the Structural Diversity, Substitution Patterns, and Frequency of Nitrogen Heterocycles among U.S. FDA Approved Pharmaceuticals

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