Copper-catalyzed spirocyclization–oxytrifluoromethylation of alkynyl-bicyclo[1.1.0]butanes for spirobutyl quinolone synthesis

Peng-Cheng Xu; Yin Xu; Yu-Ting Wang; Jia-Ling Mao; Xu Teng; Yu-Yang Zhao; Xiao Zou; Sheng-Hu Yan; Zheng-Ren Jia; Hang-Dong Zuo

doi:10.1039/d6cc00749j

journal article Jan 01, 2026

Copper-catalyzed spirocyclization–oxytrifluoromethylation of alkynyl-bicyclo[1.1.0]butanes for spirobutyl quinolone synthesis

Peng-Cheng Xu Yin Xu

Yu-Ting Wang Jia-Ling Mao Xu Teng

Yu-Yang Zhao Xiao Zou Sheng-Hu Yan Zheng-Ren Jia Hang-Dong Zuo

Chemical Communications Vol. 62 No. 27 pp. 7140-7144 · Royal Society of Chemistry (RSC)

View at Publisher Save 10.1039/d6cc00749j

Abstract

This work presents a Cu-catalyzed radical-initiated spirocyclization–oxytrifluoromethylation to synthesize spirobutyl quinolones under mild conditions. The products show late-stage reactivity, with one serving as a dual optical sensor for Cr
6+
/Ba
2+
.

Topics

No keywords indexed for this article. Browse by subject →

References

74

[1]

Li Biomaterials (2012) 10.1016/j.biomaterials.2011.12.042

[2]

Gao Chem. – Eur. J. (2015) 10.1002/chem.201406432

[3]

Berger Acc. Chem. Res. (2017) 10.1021/acs.accounts.7b00226

[4]

Jeffries J. Med. Chem. (2018) 10.1021/acs.jmedchem.8b01222

[5]

Demchuk Eur. J. Org. Chem. (2023) 10.1002/ejoc.202300292

[6]

Ji J. Org. Chem. (2026) 10.1021/acs.joc.5c02822

[7]

Chen Org. Chem. Front. (2022) 10.1039/d1qo01504d

[8]

Li Angew. Chem., Int. Ed. (2016) 10.1002/anie.201509073

[9]

Charpentier Chem. Rev. (2015) 10.1021/cr500223h

[10]

Zhang Asian J. Org. Chem. (2025) 10.1002/ajoc.202500550

[11]

Yamamoto Adv. Synth. Catal. (2023) 10.1002/adsc.202300928

[12]

Zhou Org. Chem. Front. (2023) 10.1039/d3qo01366a

[13]

Purushotam Org. Biomol. Chem. (2023) 10.1039/d3ob01132a

[14]

Yoshimura Chem. Rev. (2016) 10.1021/acs.chemrev.5b00547

[15]

Furuya Nature (2011) 10.1038/nature10108

[16]

Mandal Chem. Commun. (2022) 10.1039/d2cc04082d

[17]

Bhaskaran Adv. Synth. Catal. (2020) 10.1002/adsc.202000996

[18]

Liao ACS Catal. (2025) 10.1021/acscatal.4c06641

[19]

Qin Chem. Commun. (2025) 10.1039/d5cc01822f

[20]

Sui J. Org. Chem. (2025) 10.1021/acs.joc.5c00657

[21]

Solomin Org. Chem. Front. (2025) 10.1039/d4qo01911c

[22]

Sharma Chem. Commun. (2024) 10.1039/d4cc01891e

[23]

Zhu Org. Lett. (2025) 10.1021/acs.orglett.5c03659

[24]

Zhang J. Org. Chem. (2025) 10.1021/acs.joc.5c00911

[25]

Zhang J. Am. Chem. Soc. (2025) 10.1021/jacs.4c18532

[26]

Wang Adv. Synth. Catal. (2014) 10.1002/adsc.201400320

[27]

Gao Chem. – Eur. J. (2013) 10.1002/chem.201303025

[28]

Cheng Angew. Chem., Int. Ed. (2017) 10.1002/anie.201702925

[29]

Choi ACS Omega (2024) 10.1021/acsomega.4c06017

[30]

Ilchenko J. Org. Chem. (2013) 10.1021/jo401831t

[31]

Tian Org. Lett. (2012) 10.1021/ol301085v

[32]

Li ACS Catal. (2023) 10.1021/acscatal.2c04978

[33]

Cai Adv. Synth. Catal. (2024) 10.1002/adsc.202400263

[34]

Zhang J. Am. Chem. Soc. (2022) 10.1021/jacs.2c09045

[35]

Tao Org. Chem. Front. (2020) 10.1039/d0qo00878h

[36]

Silvi J. Am. Chem. Soc. (2019) 10.1021/jacs.9b03653

[37]

Ociepa J. Am. Chem. Soc. (2020) 10.1021/jacs.0c00245

[38]

Xiao Chem. Sci. (2023) 10.1039/d3sc04457b

[39]

Dutta J. Am. Chem. Soc. (2024) 10.1021/jacs.3c12894

[40]

Photoredox-catalysed amidyl radical insertion to bicyclo[1.1.0]butanes

Chetan C. Chintawar, Ranjini Laskar, Debanjan Rana et al.

Nature Catalysis 2024 10.1038/s41929-024-01239-9

[41]

Chen ACS Catal. (2024) 10.1021/acscatal.4c04837

[42]

Xia Org. Lett. (2024) 10.1021/acs.orglett.4c02325

[43]

Singha Org. Lett. (2024) 10.1021/acs.orglett.4c02177

[44]

Liu J. Org. Chem. (2024) 10.1021/acs.joc.4c02085

[45]

Fan Org. Chem. Front. (2024) 10.1039/d4qo00062e

[46]

Yuan Chin. J. Chem. (2024) 10.1002/cjoc.202400748

[47]

Fan Org. Lett. (2024) 10.1021/acs.orglett.4c00333

[48]

Shan Chin. J. Chem. (2026) 10.1002/cjoc.70352

[49]

Erchinger Chem. Sci. (2025) 10.1039/d4sc08637f

[50]

Maity Chem. Sci. (2025) 10.1039/d4sc08753d

Showing 50 of 74 references

Metrics

0

Citations

74

References

Details

Published: Jan 01, 2026
Vol/Issue: 62(27)
Pages: 7140-7144
License: View

Authors

P

Peng-Cheng Xu

School of Pharmacy, Changzhou University, Changzhou, Jiangsu 213164, P. R. China

Y

Yin Xu

Huaian Chenhua New Material Co., Ltd., Huaian, Jiangsu 223001, P. R. China

Y

Yu-Ting Wang

School of Safety Science and Engineering, Changzhou University, Changzhou, Jiangsu 213164, China

J

Jia-Ling Mao

School of Pharmacy, Changzhou University, Changzhou, Jiangsu 213164, P. R. China

X

Xu Teng

School of Pharmacy, Changzhou University, Changzhou, Jiangsu 213164, P. R. China

Y

Yu-Yang Zhao

School of Pharmacy, Changzhou University, Changzhou, Jiangsu 213164, P. R. China

X

Xiao Zou

School of Pharmacy, Changzhou University, Changzhou, Jiangsu 213164, P. R. China

S

Sheng-Hu Yan

School of Pharmacy, Changzhou University, Changzhou, Jiangsu 213164, P. R. China

Z

Zheng-Ren Jia

Huaian Chenhua New Material Co., Ltd., Huaian, Jiangsu 223001, P. R. China

H

Hang-Dong Zuo

School of Safety Science and Engineering, Changzhou University, Changzhou, Jiangsu 213164, China

Funding

National Natural Science Foundation of China

Cite This Article

Peng-Cheng Xu, Yin Xu, Yu-Ting Wang, et al. (2026). Copper-catalyzed spirocyclization–oxytrifluoromethylation of alkynyl-bicyclo[1.1.0]butanes for spirobutyl quinolone synthesis. Chemical Communications, 62(27), 7140-7144. https://doi.org/10.1039/d6cc00749j

Copper-catalyzed spirocyclization–oxytrifluoromethylation of alkynyl-bicyclo[1.1.0]butanes for spirobutyl quinolone synthesis

You May Also Like