Efficient synthesis of 3, 3'-bisindoles catalyzed by Fe3O4@MCM-48-OSO3H magnetic core-shell nanoparticles

doi:10.1016/S1872-2067(14)60281-3

Abstract

Abstract:

Magnetite nanoparticles coated with sulfuric acid-functionalized mesoporous MCM-48 were synthesized and used as a catalyst in three-component domino reactions of indoles, arylglyoxal monohydrates and N-arylenaminones to furnish the desired 3,3'-bisindoles by formation of two C-C and one C-N bonds in a smooth cascade with good yields under mild reaction conditions. The catalyst was recovered easily and maintained activity in successive runs.

Key words: Fe₃O_4, Mesoporous, Nanoparticle, Core-shell, 3,3'-Bisindole

Alireza Khorshidi, Shahab Shariati. Efficient synthesis of 3, 3'-bisindoles catalyzed by Fe₃O₄@MCM-48-OSO₃H magnetic core-shell nanoparticles[J]. Chinese Journal of Catalysis, 2015, 36(5): 778-784.

×
share this article

Add to citation manager EndNote|Ris|BibTeX

URL: https://www.cjcatal.com/EN/10.1016/S1872-2067(14)60281-3

https://www.cjcatal.com/EN/Y2015/V36/I5/778

References

[1] Bandini M, Eichholzer A. Angew Chem Int Ed, 2009, 48: 9608
[2] Humphrey G R, Kuethe J T. Chem Rev, 2006, 106: 2875
[3] Zhang H C, Ye H, Moretto A F, Brumfield K K, Maryanoff B E. Org Lett, 2000, 2: 89
[4] Zhang M Z, Chen Q,Yang G F. Eur J Med Chem, 2015, 89: 421
[5] Bie J B, Liu S N, Li Z M, Mu Y Z, Xu B L, Shen Z F. Eur J Med Chem, 2015, 90: 394
[6] Martin N J, Ferreiro S F, Barbault F, Nicolas M, Lecellier G, Paetz C, Gaysinski M, Alonso E, Thomas O P, Botana L M, Raharivelomanana P. Phytochemistry, 2015, 109: 84
[7] Wang X M, He H Y, Lu Y Z, Ren W, Teng K Y, Chiang C L, Yang Z G, Yu B, Hsu S, Jacob S T, Ghoshal K, Lee L J. Biochim Biophys Acta Mol Cell Res, 2015, 1853: 244
[8] Braekman J C, Daloze D, Stoller C. Bull Soc Chim Belges, 1987, 96: 809
[9] Burres N S, Barber D A, Gunasekera S P, Shen L L, Clement J J. Biochem Pharmacol, 1991, 42: 745
[10] Shiri M, Zolfigol M A, Kruger H G, Tanbakouchian Z. Chem Rev, 2010, 110: 2250
[11] Kalla R M N, John J V, Park H, Kim I. Catal Commun, 2014, 57: 55
[12] Khorshidi A, Mardazad N, Shaabanzadeh Z. Tetrahedron Lett, 2014, 55: 3873
[13] Xu X F, Xiong Y, Ling X G, Xie X M, Yuan J, Zhang S T, Song Z R. Chin Chem Lett, 2014, 25: 406
[14] Liang D Q, Huang W Z, Yuan L, Ma Y H, Ma J M, Ning D M. Catal Commun, 2014, 55: 11
[15] Jiang B, Feng B M, Wang S L, Tu S J, Li G G. Chem Eur J, 2012, 18: 9823
[16] Jiang B, Yi M S, Shi F, Tu S J, Pindi S, McDowell P, Li G G. Chem Commun, 2012, 48: 808
[17] Jiang B, Yi M S, Tu M S, Wang S L, Tu S J. Adv Synth Catal, 2012, 354: 2504
[18] Khorshidi A, Tabatabaeian K. J Mol Catal A, 2011, 344: 128
[19] Khorshidi A. Chin Chem Lett, 2012, 23: 903
[20] Khorshidi A. Ultrason Sonochem, 2012, 19: 570
[21] Fu L P, Shi Q Q, Shi Y, Jiang B, Tu S J. ACS Comb Sci, 2013, 15: 135
[22] Keyhanian F, Shariati S, Faraji M, Hesabi M. Arab J Chem, 2011, volume: page?
[23] Kiasat A R, Davarpanah J. J Mol Catal A, 2013, 373: 46
[24] Jang J H, Lim H B. Microchem J, 2010, 94: 148

Efficient synthesis of 3, 3'-bisindoles catalyzed by Fe₃O₄@MCM-48-OSO₃H magnetic core-shell nanoparticles

PDF (PC)

Knowledge

Abstract

Cite this article

share this article

share this article

References

Related Articles 15

Recommended Articles

Metrics

[1]	Lijuan Sun, Xiaohui Yu, Liyong Tang, Weikang Wang, Qinqin Liu. Hollow dodecahedron K₃PW₁₂O₄₀/CdS core-shell S-scheme heterojunction for photocatalytic synergistic H₂ evolution and benzyl alcohol oxidation [J]. Chinese Journal of Catalysis, 2023, 52(9): 164-175.
[2]	Wei Qiao, Lice Yu, Jinfa Chang, Fulin Yang, Ligang Feng. Efficient bi-functional catalysis of coupled MoSe₂ nanosheet/Pt nanoparticles for methanol-assisted water splitting [J]. Chinese Journal of Catalysis, 2023, 51(8): 113-123.
[3]	Wenqian Yang, Ziqian Xue, Jun Yang, Jiahui Xian, Qinglin Liu, Yanan Fan, Kai Zheng, Peiqin Liao, Hui Su, Qinghua Liu, Guangqin Li, Cheng-Yong Su. Fe nanoparticles embedded in N-doped porous carbon for enhanced electrocatalytic CO₂ reduction and Zn-CO₂ battery [J]. Chinese Journal of Catalysis, 2023, 48(5): 185-194.
[4]	Yan Zeng, Hui Wang, Huiru Yang, Chao Juan, Dan Li, Xiaodong Wen, Fan Zhang, Ji-Jun Zou, Chong Peng, Changwei Hu. Ni nanoparticle coupled surface oxygen vacancies for efficient synergistic conversion of palmitic acid into alkanes [J]. Chinese Journal of Catalysis, 2023, 47(4): 229-242.
[5]	Yan Kong, Xingxing Jiang, Xuan Li, Jianju Sun, Qi Hu, Xiaoyan Chai, Hengpan Yang, Chuanxin He. Boosting electrocatalytic CO₂ reduction to formate via carbon nanofiber encapsulated bismuth nanoparticles with ultrahigh mass activity [J]. Chinese Journal of Catalysis, 2023, 45(2): 95-106.
[6]	Yaojia Cheng, Haoqiang Song, Jingkun Yu, Jiangwei Chang, Geoffrey I. N. Waterhouse, Zhiyong Tang, Bai Yang, Siyu Lu. Carbon dots-derived carbon nanoflowers decorated with cobalt single atoms and nanoparticles as efficient electrocatalysts for oxygen reduction [J]. Chinese Journal of Catalysis, 2022, 43(9): 2443-2452.
[7]	Si-Na Qin, Di-Ye Wei, Jie Wei, Jia-Sheng Lin, Qing-Qi Chen, Yuan-Fei Wu, Huai-Zhou Jin, Hua Zhang, Jian-Feng Li. Direct identification of the carbonate intermediate during water-gas shift reaction at Pt-NiO interfaces using surface-enhanced Raman spectroscopy [J]. Chinese Journal of Catalysis, 2022, 43(8): 2010-2016.
[8]	Yan Yang, Jia-ju Fu, Tang Tang, Shuai Niu, Li-Bing Zhang, Jia-nan Zhang, Jin-Song Hu. Regulating surface In-O in In@InO_x core-shell nanoparticles for boosting electrocatalytic CO₂ reduction to formate [J]. Chinese Journal of Catalysis, 2022, 43(7): 1674-1679.
[9]	Wei Xiong, Min Zhou, Hao Li, Zhao Ding, Da Zhang, Yaokang Lv. Electrocatalytic ammonia synthesis catalyzed by mesoporous nickel oxide nanosheets loaded with Pt nanoparticles [J]. Chinese Journal of Catalysis, 2022, 43(5): 1371-1378.
[10]	Dan Zhang, Hongfu Miao, Xueke Wu, Zuochao Wang, Huan Zhao, Yue Shi, Xilei Chen, Zhenyu Xiao, Jianping Lai, Lei Wang. Scalable synthesis of ultra-small Ru₂P@Ru/CNT for efficient seawater splitting [J]. Chinese Journal of Catalysis, 2022, 43(4): 1148-1155.
[11]	Longtai Li, Bin Yang, Biao Gao, Yifu Wang, Lingxia Zhang, Tatsumi Ishihara, Wei Qi, Limin Guo. CO₂ hydrogenation selectivity shift over In-Co binary oxides catalysts: Catalytic mechanism and structure-property relationship [J]. Chinese Journal of Catalysis, 2022, 43(3): 862-876.
[12]	Si-Min Lu, Mengjie Chen, Huilin Wen, Hao-Wei Wang, Ziyi Yu, Yi-Tao Long. Enhanced single-nanoparticle collisions for the hydrogen evolution reaction in a confined microchannel [J]. Chinese Journal of Catalysis, 2022, 43(11): 2815-2819.
[13]	Zhiming Zhou, Chuanbiao Bie, Peize Li, Bien Tan, Yan Shen. A thioether-functionalized pyrene-based covalent organic framework anchoring ultrafine Au nanoparticles for efficient photocatalytic hydrogen generation [J]. Chinese Journal of Catalysis, 2022, 43(10): 2699-2707.
[14]	Xueyou Gao, Deqian Zeng, Jingren Yang, Wee-Jun Ong, Toyohisa Fujita, Xianglong He, Jieqian Liu, Yuezhou Wei. Ultrathin Ni(OH)₂ nanosheets decorated with Zn_0.5Cd_0.5S nanoparticles as 2D/0D heterojunctions for highly enhanced visible light-driven photocatalytic hydrogen evolution [J]. Chinese Journal of Catalysis, 2021, 42(7): 1137-1146.
[15]	Jingping Zhong, Kexin Huang, Wentao Xu, Huaguo Tang, Muhammad Waqas, Youjun Fan, Ruixiang Wang, Wei Chen, Yixuan Wang. New strategy of S,N co-doping of conductive-copolymer-derived carbon nanotubes to effectively improve the dispersion of PtCu nanocrystals for boosting the electrocatalytic oxidation of methanol [J]. Chinese Journal of Catalysis, 2021, 42(7): 1205-1215.