Construction of Difluorinated Cycloheptadienones via Substrate‐Controlled Regioselective Conjugate Addition of Difluoroenoxysilanes to Tropones and Their Anticancer Activity-Reference-Cited by-同舟云学术

Construction of Difluorinated Cycloheptadienones via Substrate‐Controlled Regioselective Conjugate Addition of Difluoroenoxysilanes to Tropones and Their Anticancer Activity

Published:2024-08-05 Issue: Volume: Page:
ISSN:1615-4150
Container-title:Advanced Synthesis & Catalysis
language:en
Short-container-title:Adv Synth Catal

Author:

Wang Xi‐Yu¹,Guo Yan‐Zhi²,Shi Shanshan³,Li Shiliang⁴,Yu Jin‐Sheng²^ORCID,Dong Su‐Zhen²,Hao Yong‐Jia¹^ORCID,Zhou Jian¹²⁵^ORCID

Affiliation:

1. School of Pharmacy Guizhou University of Traditional Chinese Medicine Guiyang 550025 People's Republic of China

2. Shanghai Engineering Research Center of Molecular Therapeutics and New Drug Development Shanghai Key Laboratory of Green Chemistry and Chemical Processes School of Chemistry and Molecular Engineering East China Normal University Shanghai 200062 People's Republic of China

3. Shanghai Key Laboratory of New Drug Design School of Pharmacy East China University of Science and Technology Shanghai 200237 People's Republic of China

4. Innovation Center for AI and Drug Discovery East China Normal University Shanghai 200062 People's Republic of China

5. State Key Laboratory of Organometallic Chemistry Shanghai Institute of Organic Chemistry, CAS Shanghai 200032 People's Republic of China

Abstract

AbstractThe substrate‐controlled regioselective conjugate addition (1,8‐ and 1,4‐addition) of tropones with difluoroenoxysilanes is reported, which offered an approach for the selective synthesis of multifunctional seven‐membered 3,5‐cycloheptadien‐1‐ones and 1,3‐cycloheptadien‐1‐ones featuring a gem‐difluoroketone moiety. Moreover, these fluorinated cyclo‐heptadienones exhibit effective anti‐proliferative activities (IC50<1 μM) for human colon carcinoma HCT116 cells in vitro, thus providing potential lead compounds for developing new anticancer agents.

Funder

National Natural Science Foundation of China

Shanghai Municipal Education Commission

Publisher

Wiley

Link

https://onlinelibrary.wiley.com/doi/pdf/10.1002/adsc.202400176

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