Palladium-catalyzed Sonogashira coupling of amides: access to ynones via C–N bond cleavage-Reference-Cited by-同舟云学术

Palladium-catalyzed Sonogashira coupling of amides: access to ynones via C–N bond cleavage

Published:2016 Issue:81 Volume:52 Page:12076-12079
ISSN:1359-7345
Container-title:Chemical Communications
language:en
Short-container-title:Chem. Commun.

Author:

Cui Ming¹²³⁴,Wu Hongxiang¹²³⁴,Jian Junsheng¹²³⁴,Wang Hui¹²³⁴,Liu Chao⁵⁶⁷⁸⁹,Daniel Stelck¹⁰¹¹¹²¹³,Zeng Zhuo¹²³⁴⁵

Affiliation:

1. College of Chemistry and Environment

2. South China Normal University

3. Guangzhou 510006

4. People's Republic of China

5. Key Laboratory of Organofluorine Chemistry

6. Shanghai Institute of Organic Chemistry

7. Chinese Academy of Sciences

8. Shanghai 200032

9. People’s Republic of China

10. Department of Chemistry

11. University of Idaho

12. Moscow

13. USA

Abstract

The first palladium-catalyzed Sonogashira coupling of amides has been developed, which proceeds via a selective cleavage of the N-acylsaccharin C–N bond. The protocol is mild, highly functional group tolerant and can be efficiently employed in the synthesis of a broad array of ynones in 48–98% yields under low catalyst loading and Cu-free conditions.

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

Link

http://pubs.rsc.org/en/content/articlepdf/2016/CC/C6CC06428K

Reference53 articles.

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4. C–N bond forming cross-coupling reactions: an overview

5. Direct Approaches to Nitriles via Highly Efficient Nitrogenation Strategy through C–H or C–C Bond Cleavage

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