Co-reporter:Yong-Rong Yang, Qiang Zhang, Feng-Tian Du, Jian-Xin Ji
Tetrahedron 2015 Volume 71(Issue 25) pp:4304-4311
Publication Date(Web):24 June 2015
DOI:10.1016/j.tet.2015.04.065
A simple and efficient catalytic method for the synthesis of alkenyl halides via direct coupling of alcohols and alkynes using aqueous HX (X=Cl, Br) as halide sources has been developed under mild conditions in the presence of Fe powder (1 mol %). In comparison with the high loading of FeX3 in previously reported protocols, the present approach provides a remarkable attractive methodology to a diverse range of alkenyl halides due to the advantages of simple operation and low-level metal contamination.A simple and efficient catalytic method for the synthesis of alkenyl halides via direct coupling of alcohols and alkynes using aqueous HX (X=Cl, Br) as halide sources has been developed under mild conditions in the presence of Fe powder (1 mol %).
Co-reporter:Xiao-wei Yan, Qiang Zhang, Wei Wei, Jian-xin Ji
Tetrahedron Letters 2014 Volume 55(Issue 28) pp:3750-3752
Publication Date(Web):9 July 2014
DOI:10.1016/j.tetlet.2014.05.069
A novel and convenient method for the synthesis of fluoroalkenes from alkynes, alcohols and fluoroboric acid has been developed under mild conditions. The present protocol provides an attractive approach to access various fluoroalkenes from simple and commercially available starting materials without any metal catalyst, ligand or additive.A novel and convenient method for the synthesis of fluoroalkenes from simple starting materials has been developed under mild and metal-free conditions.
Co-reporter:Feng-Tian Du and Jian-Xin Ji
Chemical Science 2012 vol. 3(Issue 2) pp:460-465
Publication Date(Web):24 Oct 2011
DOI:10.1039/C1SC00312G
A novel and efficient copper-catalyzed direct oxidative synthesis of α-ketoamides from aryl methyl ketones, amines, and molecular oxygen has been developed under mild and neat conditions. 18O labeling experiments revealed that both oxygen atoms of the α-ketoamides derived from molecular oxygen.
Co-reporter:Wei Wei, Xiao-Yu Hu, Xiao-Wei Yan, Qiang Zhang, Ming Cheng and Jian-Xin Ji
Chemical Communications 2012 vol. 48(Issue 2) pp:305-307
Publication Date(Web):17 Nov 2011
DOI:10.1039/C1CC14640H
The first transition-metal-catalyzed direct oxidative synthesis of amides by using dioxygen as an oxygen source has been developed under mild conditions, in which DBU was used as the key additive. The present methodology, which utilizes dioxygen as an oxidant and oxygen source and cheap copper salts as catalysts, opens up an interesting and attractive avenue for the synthesis of amide functionality.
Co-reporter:Ming-Ming Li, Qiang Zhang, Hui-Lan Yue, Lei Ma, Jian-Xin Ji
Tetrahedron Letters 2012 Volume 53(Issue 3) pp:317-319
Publication Date(Web):18 January 2012
DOI:10.1016/j.tetlet.2011.11.037
A new and efficient method for the synthesis of alkenyl iodides through direct coupling of alcohols and alkynes has been developed in the presence of iron powder, I2, and NaI. This methodology not only provides an attractive approach to alkenyl iodides, but also expands the application of iron in synthetic chemistry.A new and efficient method for the synthesis of alkenyl iodides through direct coupling of alcohols and alkynes has been developed in the presence of iron powder, I2, and NaI. This methodology not only provides an attractive approach to alkenyl iodides, but also expands the application of iron in synthetic chemistry.
Co-reporter:Na Guo, Jian-Xin Ji
Tetrahedron Letters 2012 Volume 53(Issue 36) pp:4797-4801
Publication Date(Web):5 September 2012
DOI:10.1016/j.tetlet.2012.03.009
The first copper-catalyzed direct three-component coupling reaction of aldehydes, alkynes, and hydroxylamines for the synthesis of propargylamines has been developed under mild conditions, which has the advantages of ready availability of catalyst as well as operation simplicity. The present protocol provides an appealing alternative for the construction of propargylamines in a simple and one-pot procedure.The first copper-catalyzed direct three-component coupling reaction of aldehydes, alkynes, and hydroxylamines for the synthesis of propargylamines has been developed in a simple and one-pot procedure.
Co-reporter:Ji-Chen Zhang and Jian-Xin Ji
ACS Catalysis 2011 Volume 1(Issue 10) pp:1360
Publication Date(Web):August 15, 2011
DOI:10.1021/cs2003005
A simple and efficient method for the synthesis of polysubstituted 1,2-dihydroquinolines has been developed via an indium(III)-catalyzed tandem reaction of α-ketoesters with primary or secondary aromatic amines. With respect to the reactions of pyruvates with amines, indium triflate (1 mol %) demonstrated superior catalytic activity and efficiency compared with previously reported AuCl3/AgSbF6 (5 mol %/15 mol %) cocatalyst. The reactions of α-alkyl substituted ketoesters and arylamines, which could not be effectively accomplished by the previous AuCl3/AgSbF6 and HNO3 catalytic systems proceeded smoothly in the presence of 10 mol % In(OTf)3 to afford the desired products in moderate to good yields (43%–91%).Keywords: aromatic amine; catalytic synthesis; indium triflate; ketoester; polysubstituted dihydroquinoline;
Co-reporter:Hui-Lan Yue;Wei Wei;Ming-Ming Li;Yong-Rong Yang
Advanced Synthesis & Catalysis 2011 Volume 353( Issue 17) pp:3139-3145
Publication Date(Web):
DOI:10.1002/adsc.201100262
Abstract
A novel and efficient trifluoromethanesulfonic acid-catalyzed sp3-sp2 CC bond formation reaction through the direct coupling of alcohols with alkenes has been realized under mild conditions. The present protocol provides an attractive approach to a diverse range of polysubstituted olefins in good to excellent yields with high stereo- and regioselectivities.
Co-reporter:Ming Cheng;Qiang Zhang;Xiao-Yu Hu;Bo-Gang Li;Albert S. C. Chan
Advanced Synthesis & Catalysis 2011 Volume 353( Issue 8) pp:1274-1278
Publication Date(Web):
DOI:10.1002/adsc.201000914
Abstract
The first gold-catalyzed direct intermolecular coupling of ketones, secondary amines, and alkynes was achieved under mild and solvent-free conditions. The present methodology provides a promising and versatile tool for the construction of propargylic amines with a newly-formed quaternary carbon center.
Co-reporter:Xiao-Yu Hu, Ji-Chen Zhang, Wei Wei, Jian-Xin Ji
Tetrahedron Letters 2011 Volume 52(Issue 22) pp:2903-2905
Publication Date(Web):1 June 2011
DOI:10.1016/j.tetlet.2011.03.134
A simple and convenient Brønsted acid (HNO3)-catalyzed tandem reaction of α-ketoesters with primary or secondary aromatic amines for the synthesis of polysubstituted 1,2-dihydroquinolines has been developed via a tandem process, which has the advantages of ready availability of catalyst, operation simplicity, atom efficiency as well as low toxicity. In particular, tricyclic dihydroquinolines, generally prepared with multi-processes, could also be constructed in this one-pot procedure.A simple and convenient Brønsted acid (HNO3)-catalyzed tandem reaction of α-ketoesters with primary or secondary aromatic amines for the synthesis of polysubstituted 1,2-dihydroquinolines has been developed via a tandem process.
Co-reporter:Wei Wei;Dr. Jian-Xin Ji
Angewandte Chemie 2011 Volume 123( Issue 39) pp:9263-9265
Publication Date(Web):
DOI:10.1002/ange.201100219
Co-reporter:Wei Wei;Dr. Jian-Xin Ji
Angewandte Chemie International Edition 2011 Volume 50( Issue 39) pp:9097-9099
Publication Date(Web):
DOI:10.1002/anie.201100219
Co-reporter:Qiang Zhang ; Ming Cheng ; Xiaoyu Hu ; Bo-Gang Li
Journal of the American Chemical Society 2010 Volume 132(Issue 21) pp:7256-7257
Publication Date(Web):May 10, 2010
DOI:10.1021/ja101804p
An efficient and facile gold-catalyzed three-component tandem process for the assembly of two types of highly functionalized butenolides has been developed. In this reaction system, more than four chemical bonds are formed by a single gold catalyst. The present tandem protocol includes a direct coupling of alkynes, amines, and glyoxylic acid and subsequent exclusively endo-selective cycloisomerization of alkynoic acids along with intermolecular electrophilic trapping; it utilizes three simple and commercially available starting materials to assemble architecturally complex and appealing butenolide scaffolds bearing other reactive sites for further manipulation.
Co-reporter:Feng-Tian Du and Jian-Xin Ji
Chemical Science (2010-Present) 2012 - vol. 3(Issue 2) pp:NaN465-465
Publication Date(Web):2011/10/24
DOI:10.1039/C1SC00312G
A novel and efficient copper-catalyzed direct oxidative synthesis of α-ketoamides from aryl methyl ketones, amines, and molecular oxygen has been developed under mild and neat conditions. 18O labeling experiments revealed that both oxygen atoms of the α-ketoamides derived from molecular oxygen.
Co-reporter:Wei Wei, Xiao-Yu Hu, Xiao-Wei Yan, Qiang Zhang, Ming Cheng and Jian-Xin Ji
Chemical Communications 2012 - vol. 48(Issue 2) pp:NaN307-307
Publication Date(Web):2011/11/17
DOI:10.1039/C1CC14640H
The first transition-metal-catalyzed direct oxidative synthesis of amides by using dioxygen as an oxygen source has been developed under mild conditions, in which DBU was used as the key additive. The present methodology, which utilizes dioxygen as an oxidant and oxygen source and cheap copper salts as catalysts, opens up an interesting and attractive avenue for the synthesis of amide functionality.