N-heterocyclic carbene catalyzed [2 + 3] annulation reaction for the synthesis of trifluoroethyl 3,2′-spirooxindole γ-lactam-Reference-Cited by-同舟云学术

N-heterocyclic carbene catalyzed [2 + 3] annulation reaction for the synthesis of trifluoroethyl 3,2′-spirooxindole γ-lactam

Published:2024 Issue:26 Volume:14 Page:18453-18458
ISSN:2046-2069
Container-title:RSC Advances
language:en
Short-container-title:RSC Adv.

Author:

Pu Yiru¹,Wang Maolin²,Tian Wanrong¹,Ge Xian¹,Zhu Dikai³,Wang Chuanqi¹,Zeng Yingjie¹,Tao Feiyan³,Deng Yun¹,Lu Jun¹⁴^ORCID

Affiliation:

1. State Key Laboratory of Southwestern Chinese Medicine Resources, School of Pharmacy, Chengdu University of Traditional Chinese Medicine, Chengdu, 611137, China

2. Clinical Research Center, The First Affiliated Hospital of Shantou University Medical College, Shantou, Guangdong Province, 515000, China

3. Research and Development Centre, China Tobacco Sichuan Industrial Co. Ltd, Chengdu, 610066, China

4. Institute for Advancing Translational Medicine in Bone & Joint Diseases, School of Chinese Medicine, Hong Kong Baptist University, Hong Kong SAR, 999077, China

Abstract

The addition of NHC catalysts in enals reverses normal reactivity by the formation of Breslow intermediates that act as prenucleophiles, which enable asymmetric selective intermolecular [2 + 3] annulation reaction with ketimines.

Funder

National Natural Science Foundation of China

Health Commission of Sichuan Province

Chengdu University of Traditional Chinese Medicine

Publisher

Royal Society of Chemistry (RSC)

Link

http://pubs.rsc.org/en/content/articlepdf/2024/RA/D4RA02252A

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