Co-reporter:Yongliang Tu, Lin Yuan, Tao Wang, Changliu Wang, Jiamei Ke, and Junfeng Zhao
The Journal of Organic Chemistry May 5, 2017 Volume 82(Issue 9) pp:4970-4970
Publication Date(Web):April 13, 2017
DOI:10.1021/acs.joc.7b00499
Palladium-catalyzed aerobic oxidative aminocarbonylation and alkoxycarbonylation reactions with aryl hydrazines as coupling partners have been developed. The oxidative carbonylation of aryl hydrazines proceeded smoothly at atmospheric pressure CO, employing molecular oxygen as the terminal oxidant. The only byproducts were nitrogen gas and water for both reactions. Notably, no double carbonylation was detected. Furthermore, aryl–halogen bonds, which are normally reactive in conventional Pd-catalyzed carbonylation reactions, remained intact.
Co-reporter:Yongliang Tu, Zhenming Zhang, Tao Wang, Jiamei Ke, and Junfeng Zhao
Organic Letters July 7, 2017 Volume 19(Issue 13) pp:
Publication Date(Web):June 22, 2017
DOI:10.1021/acs.orglett.7b01447
A palladium-catalyzed oxidative carbonylation of arylhydrazines and alkynes with balloon pressure CO/O2 to afford trisubstituted pyrazoles in a one-pot manner has been developed. The formation of trisubstituted pyrazoles involves a sequential C–N bond cleavage, carbonylation, Sonogashira coupling, Michael addition, and intramolecular condensation cyclization tandem process. An unprecedented oxidative Sonogashira-carbonylation reaction of arylhydrazine plays a key role for such a facile approach to pyrazoles.
Co-reporter:Ailong Shao;Meng Gao;Songtao Chen;Aiwen Lei
Chemical Science (2010-Present) 2017 vol. 8(Issue 3) pp:2175-2178
Publication Date(Web):2017/02/28
DOI:10.1039/C6SC04480H
Selective carbon–carbon and carbon–heteroatom bond cleavage was achieved in a one reaction system. With this strategy a novel Pd/Cu-catalyzed aerobic oxidative oxosulfonation of olefins with DMSO has been developed. Preliminary mechanistic investigations indicated that CO/O2 assisted the bond cleavage and the leaving groups from the starting materials were trapped by O2 and underwent a hydroxylation process.
Co-reporter:Liwen Fan, Tao Wang, Ying Tian, Fei Xiong, Simei Wu, Qingjin Liang and Junfeng Zhao
Chemical Communications 2016 vol. 52(Issue 31) pp:5375-5378
Publication Date(Web):07 Mar 2016
DOI:10.1039/C6CC00946H
A copper-catalyzed oxidative coupling between quinazoline 3-oxides and unactivated aldehydes was described. The reaction worked well for both aliphatic and aromatic aldehydes and produced not only the direct oxidative coupling ketones but also cyclic hydroxamic esters derived from quinazolines.
Co-reporter:Liang Xu;Chenghao Gu;Rou Li;Yikai Yu
Journal of the Iranian Chemical Society 2016 Volume 13( Issue 4) pp:597-604
Publication Date(Web):2016 April
DOI:10.1007/s13738-015-0770-1
New green one-pot four-component reactions of thiourea, malononitrile halohydrocarbon, aldehydes and alkyl halide have been successfully developed in eco-friendly water solvent through available phase-transfer catalyst, to access high yields of 2-amino-3-cyano-4-aryl-6-sulfanepyrimidines.
Co-reporter:Zhenguang Zhao;Lin Yuan;Xu Hu;Fei Xiong;Junfeng Zhao
Advanced Synthesis & Catalysis 2015 Volume 357( Issue 11) pp:2566-2570
Publication Date(Web):
DOI:10.1002/adsc.201500310
Co-reporter:Zhenguang Zhao, Tao Wang, Lin Yuan, Xingwang Jia and Junfeng Zhao
RSC Advances 2015 vol. 5(Issue 92) pp:75386-75389
Publication Date(Web):28 Aug 2015
DOI:10.1039/C5RA16658F
Established herein is an efficient direct oxidative acylation of sulfoximines with methylarenes as an acyl donor. Electron-donating as well as -withdrawing groups on the methylarenes are tolerated and even steric demanding ortho substituents are compatible. Both coupling partners are used in their native form, thus obviating prior functionalization and activation.
Co-reporter:Tao Wang, Jun Xiong, Wenjuan Wang, Rou Li, Xiaoli Tang and Fei Xiong
RSC Advances 2015 vol. 5(Issue 26) pp:19830-19837
Publication Date(Web):12 Feb 2015
DOI:10.1039/C4RA15777J
A novel tunable regioselective synthesis of pyrazolo[3,4-d]pyrimidine derivatives via aza-Wittig/Ag(I) or base-promoted tandem reaction has been developed. This approach provides a simple and efficient way to construct pyrazolo[3,4-d]-pyrimidine derivatives under mild conditions.
Co-reporter:Ying Tian, Rou Li, Tao Wang, Jun Xiong, Haiyan Feng, Fei Xiong
Tetrahedron Letters 2015 Volume 56(Issue 17) pp:2176-2179
Publication Date(Web):22 April 2015
DOI:10.1016/j.tetlet.2015.03.018
Here the iron-catalyzed rapid synthesis of 4-amino-quinazoline via [3+2] cycloaddition reaction of quinazoline-3-oxides and carbodiimides followed by ring opening process had been described. This reaction process could be effectively shortened with microwave-assistant.
Co-reporter:Ailong Shao, Meng Gao, Songtao Chen, Tao Wang and Aiwen Lei
Chemical Science (2010-Present) 2017 - vol. 8(Issue 3) pp:NaN2178-2178
Publication Date(Web):2016/12/07
DOI:10.1039/C6SC04480H
Selective carbon–carbon and carbon–heteroatom bond cleavage was achieved in a one reaction system. With this strategy a novel Pd/Cu-catalyzed aerobic oxidative oxosulfonation of olefins with DMSO has been developed. Preliminary mechanistic investigations indicated that CO/O2 assisted the bond cleavage and the leaving groups from the starting materials were trapped by O2 and underwent a hydroxylation process.
Co-reporter:Liwen Fan, Tao Wang, Ying Tian, Fei Xiong, Simei Wu, Qingjin Liang and Junfeng Zhao
Chemical Communications 2016 - vol. 52(Issue 31) pp:NaN5378-5378
Publication Date(Web):2016/03/07
DOI:10.1039/C6CC00946H
A copper-catalyzed oxidative coupling between quinazoline 3-oxides and unactivated aldehydes was described. The reaction worked well for both aliphatic and aromatic aldehydes and produced not only the direct oxidative coupling ketones but also cyclic hydroxamic esters derived from quinazolines.