DBU‐Catalyzed Benzannulation towards Stilbene and Biaryl Derivatives from Acyclic Amides with Methyl Coumalate-Reference-Cited by-同舟云学术

DBU‐Catalyzed Benzannulation towards Stilbene and Biaryl Derivatives from Acyclic Amides with Methyl Coumalate

Published:2023-11-21 Issue:1 Volume:27 Page:
ISSN:1434-193X
Container-title:European Journal of Organic Chemistry
language:en
Short-container-title:Eur J Org Chem

Author:

Qin Jialiang¹,Ke Mingji¹,Deji Cuo¹,Xin Shangping¹,Xue Yongbo²,Zhan Ruoting¹,Huang Huicai¹³^ORCID

Affiliation:

1. Key Laboratory of Chinese Medicinal Resource from Lingnan Ministry of Education School of Pharmaceutical Sciences Guangzhou University of Chinese Medicine Guangzhou 510006 P. R. China

2. School of Pharmaceutical Sciences (Shenzhen) Sun Yat-sen University Shenzhen 518107 P. R. China

3. Guangdong Provincial Key Laboratory of Catalysis Southern University of Science and Technology Shenzhen 518055 P. R. China

Abstract

AbstractThe DBU‐catalyzed benzylation of 1H‐benzotriazole amides with methyl coumalate is demonstrated for the synthesis of stilbenes and biaryl derivatives. The transformation involves the base‐catalyzed Michael addition of methyl coumalate to the 6π‐electrocyclic ring opening decarboxylation aromatization. Furthermore, the novel 2‐phenylnaphthalene derivatives showed potent anti‐proliferative and anti‐invasive activities against H1299 cells.

Funder

National Natural Science Foundation of China

Publisher

Wiley

Subject

Organic Chemistry,Physical and Theoretical Chemistry

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