XueSen Fan

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Organization: Henan Normal University

Department: School of Chemistry and Environmental Sciences, Henan Key Laboratory for Environmental Pollution Control

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Chemicals
References

Synthesis of β-fluoroenones and their reductive rearrangement in aqueous media

Co-reporter:Yan He, Nana Shen, Xuesen Fan, Xinying Zhang

Tetrahedron 2013 69(41) pp: 8818-8823

Publication Date(Web):

DOI:10.1016/j.tet.2013.07.065

Catalyst-free synthesis of diversely substituted 6H-benzo[c]chromenes and 6H-benzo[c]chromen-6-ones in aqueous media under MWI

Co-reporter:Yan He, Xinying Zhang, Liangyan Cui, Jianji Wang and Xuesen Fan

Green Chemistry 2012 vol. 14(Issue 12) pp:3429-3435

Publication Date(Web):09 Oct 2012

DOI:10.1039/C2GC36379H

In this paper, a catalyst-free synthesis of diversely substituted 6H-benzo[c]chromenes and 6H-benzo[c]chromen-8-ols via cascade reactions of 2-(2-(allyloxy)phenyl)furan and 2-(2-(prop-2-ynyloxy)phenyl)furan, featured with intramolecular Diels–Alder reactions of furan with unactivated alkene/alkyne in aqueous media under MWI, was developed. In addition, an environmentally friendly oxidation of 6H-benzo[c]chromenes into the corresponding benzo[c]chromen-6-ones using aqueous H2O2 as an oxidant, in the absence of any activator/catalyst, was also revealed.

An economically and environmentally sustainable synthesis of 2-aminobenzothiazoles and 2-aminobenzoxazoles promoted by water

Co-reporter:Xinying Zhang, Xuefei Jia, Jianji Wang and Xuesen Fan

Green Chemistry 2011 vol. 13(Issue 2) pp:413-418

Publication Date(Web):23 Dec 2010

DOI:10.1039/C0GC00418A

Tandem reactions of isothiocyanates (1) with 2-aminothiophenols (2), or isothiocyanates (1) with 2-aminophenols (4), were carried out rapidly and efficiently in water. A significant rate acceleration of the reaction between 1a and 2a in water compared with commonly used volatile organic solvents was observed. Through these reactions, a variety of structurally and pharmaceutically interesting 2-aminobenzothiazoles (3) and 2-aminobenzoxazoles (5) were synthesized in good yields. This novel synthetic approach toward 3 and 5 has advantages such as high efficiency, readily available starting materials, environmentally benign solvent, and highly simple and practical experimental procedures.

Tandem reaction of 1,2-allenic ketone with α-halo ketone or α-halo ester in water: an efficient and sustainable synthesis of 1,3,4′-tricarbonyl compounds

Co-reporter:Xuesen Fan, Yan He, Liangyan Cui, Xinying Zhang and Jianji Wang

Green Chemistry 2011 vol. 13(Issue 11) pp:3218-3223

Publication Date(Web):06 Sep 2011

DOI:10.1039/C1GC15707H

An efficient and sustainable synthesis of the otherwise difficult to obtain 1,3,4′-tricarbonyl compounds through a water mediated, TBAF·3H2O promoted unprecedented tandem reaction of 1,2-allenic ketone with α-halo ketone or α-halo ester has been developed. Remarkably enhanced reactivity and improved chemoselectivity by using water as the reaction medium was observed. The 1,3,4′-tricarbonyl compounds facilitate further versatile transformations, which underscores the importance of these products as synthetic intermediates.

An Efficient Synthesis of 2-Substituted Benzoxazoles via RuCl33H2O Catalyzed Tandem Reactions in Ionic Liquid

Co-reporter:Xuesen Fan;Yan He;Yangyang Wang;Xinying Zhang;Jianji Wang

Chinese Journal of Chemistry 2011 Volume 29( Issue 4) pp:773-777

Publication Date(Web):

DOI:10.1002/cjoc.201190156

Abstract

An efficient synthesis of 2-substituted benzoxazoles through RuCl₃·3H₂O catalyzed, air oxidized tandem reactions of 2-aminophenols and aldehydes in [bmim]BF₄ was developed. This synthetic strategy has such advantages as mild reaction conditions, cost-free oxidant, readily available starting materials, and recyclable catalyst and solvent. As an application, it was successfully used in the synthesis of the unreported 5-(benzoxazol-2-yl)-2′-deoxyuridines with potential biological activities.

A novel and practical synthesis of 2-benzoylbenzothiazoles and 2-benzylbenzothiazoles

Co-reporter:Xuesen Fan, Yan He, Yangyang Wang, Zaikun Xue, Xinying Zhang, Jianji Wang

Tetrahedron Letters 2011 Volume 52(Issue 8) pp:899-902

Publication Date(Web):23 February 2011

DOI:10.1016/j.tetlet.2010.12.057

A novel methodology for the synthesis of 2-benzoylbenzothiazoles and 2-benzylbenzothiazoles through FeCl3·6H2O catalyzed, air oxidized tandem process from commercially available 2-aminothiophenols and phenylacetaldehydes by using an ionic liquid as both reaction medium and co-catalyst was developed.

Synthesis of 1,2-allenic ketones through oxidation of homopropargyl alcohols with CrO3(cat.)/TBHP under MWI

Co-reporter:Xin Ying Zhang, Ying Ying Qu, Yang Yang Wang, Xue Sen Fan

Chinese Chemical Letters 2011 Volume 22(Issue 3) pp:268-271

Publication Date(Web):March 2011

DOI:10.1016/j.cclet.2010.09.032

A CrO3 catalyzed oxidation of homopropargyl alcohols with tert-butyl hydroperoxide under microwave irradiation was found to be an efficient and rapid alternative for the preparation of 1,2-allenic ketones. The advantages of this procedure include short reaction time, less adverse impact on the environment and reasonably high efficiency.

Synthesis of heteroaryl ketones via tandem reaction of 1,1-dibromoethenes

Co-reporter:Xuesen Fan, Yan He, Xinying Zhang, Shenghai Guo, Yangyang Wang

Tetrahedron 2011 67(34) pp: 6369-6374

Publication Date(Web):

DOI:10.1016/j.tet.2011.05.111

Ru(III)-catalyzed oxidation of homopropargyl alcohols in ionic liquid: an efficient and green route to 1,2-allenic ketones

Co-reporter:Xuesen Fan, Yingying Qu, Yangyang Wang, Xinying Zhang, Jianji Wang

Tetrahedron Letters 2010 Volume 51(Issue 16) pp:2123-2126

Publication Date(Web):21 April 2010

DOI:10.1016/j.tetlet.2010.02.053

An efficient and environmentally benign synthesis of 1,2-allenic ketones via RuCl3-catalyzed oxidation of homopropargyl alcohols in ionic liquid with tert-butyl hydroperoxide (TBHP) as the oxidant was reported for the first time. With its reasonable efficiency and green nature, this oxidation provides a novel alternative route to 1,2-allenic ketones.

Ru(III)-catalyzed oxidative reaction in ionic liquid: an efficient and practical route to 2-substituted benzothiazoles and their hybrids with pyrimidine nucleoside

Co-reporter:Xuesen Fan, Yangyang Wang, Yan He, Xinying Zhang, Jianji Wang

Tetrahedron Letters 2010 Volume 51(Issue 27) pp:3493-3496

Publication Date(Web):7 July 2010

DOI:10.1016/j.tetlet.2010.04.050

An efficient, practical and environmentally benign synthesis of 2-substituted benzothiazoles was developed through RuCl3-catalyzed oxidative condensation of 2-aminothiophenol with aldehyde in ionic liquid by using air as the oxidant. With this procedure, a series of 2-substituted benzothiazoles and benzothiazole/pyrimidine nucleoside hybrids with antimicrobial activities were efficiently prepared from easily accessible starting materials.

A novel preparation of pyridineurea hybrids and elucidation of their structures

Co-reporter:Xuesen Fan;Dong Feng;Xia Wang;Yingying Qu ;Xinying Zhang

Heteroatom Chemistry 2009 Volume 20( Issue 6) pp:362-368

Publication Date(Web):

DOI:10.1002/hc.20560

Abstract

A mechanistically unique and serendipitously discovered reaction providing a variety of pyridine–urea hybrids via the thiophenol-initiated uracil ring opening and pyridine ring-forming process was reported. The identification process of the hybrids and the pathway through which they were formed were also briefly described. © 2009 Wiley Periodicals, Inc. Heteroatom Chem 20:362–368, 2009; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.20560