Co-reporter:Danyang Li, Ming Yu, Jitan Zhang, Zhanxiang Liu, and Yuhong Zhang
Organic Letters 2015 Volume 17(Issue 21) pp:5300-5303
Publication Date(Web):October 13, 2015
DOI:10.1021/acs.orglett.5b02518
A highly efficient, selective synthesis of benzyl esters by palladium catalysis is developed through the bidentate directing group assisted functionalization of multiple C(sp3)–H bonds.
Co-reporter:Qiangqiang Yan, Zhengkai Chen, Wenlong Yu, Hong Yin, Zhanxiang Liu, and Yuhong Zhang
Organic Letters 2015 Volume 17(Issue 10) pp:2482-2485
Publication Date(Web):May 5, 2015
DOI:10.1021/acs.orglett.5b00990
The efficient nickel-catalyzed direct amination of arenes with simple alkylamines has been achieved with the assistance of a bidentate directing group through sp2 C–H bond functionalization. Preliminary mechanistic investigations indicate that the reaction probably proceeds through a NiI/NiIII catalytic pathway.
Co-reporter:Ruokun Feng;Binjie Wang;Yue Liu;Yuhong Zhang
European Journal of Organic Chemistry 2015 Volume 2015( Issue 1) pp:142-151
Publication Date(Web):
DOI:10.1002/ejoc.201403191
Abstract
A highly effective protocol for the synthesis of C-3-substituted prolines has been developed. Pd-catalyzed C(sp3)–H activation is used for the straightforward functionalization of prolines. The use of an 8-aminoquinolinecarboxamide directing group allows direct arylation, alkenylation, and alkylation at the C-3 position of prolines in moderate to high yields with diverse iodo- or bromo precursors. The resulting 3-substituted proline derivatives are important units in many biologically active compounds and are useful promoters for a variety of functional group transformations.
Co-reporter:Ruokun Feng;Wenlong Yu;Kai Wang;Yuhong Zhang
Advanced Synthesis & Catalysis 2014 Volume 356( Issue 7) pp:1501-1508
Publication Date(Web):
DOI:10.1002/adsc.201300944
Co-reporter:Jinzhong Yao, Ruokun Feng, Cong Lin, Zhanxiang Liu and Yuhong Zhang
Organic & Biomolecular Chemistry 2014 vol. 12(Issue 29) pp:5469-5476
Publication Date(Web):11 Jun 2014
DOI:10.1039/C4OB00921E
A rhodium-catalyzed efficient method for the synthesis of 2,3-dihydro-1H-indazoles is described. The reaction of arylhydrazines with olefins results in the corresponding 2,3-dihydro 1H-indazoles with exclusive regioselectivity via C–H bond activation. The utility of the methodology is illustrated by a rapid synthesis of 1H-indazoles under mild reaction conditions in half an hour.
Co-reporter:Rongjian Xie, Yunrui Yi, Yuan He, Xingang Liu, Zhan-Xiang Liu
Tetrahedron 2013 69(40) pp: 8541-8546
Publication Date(Web):
DOI:10.1016/j.tet.2013.07.059
Co-reporter:Ruokun Feng, Jinzhong Yao, Zunjun Liang, Zhanxiang Liu, and Yuhong Zhang
The Journal of Organic Chemistry 2013 Volume 78(Issue 8) pp:3688-3696
Publication Date(Web):March 19, 2013
DOI:10.1021/jo400186p
A novel protocol for palladium-catalyzed arylation of the C(sp2)–H bond directed by a N,N-dimethylaminomethyl group in the presence of AgOAc and Cu(OAc)2·H2O is described. Various aryl iodides proved to be efficient coupling partners, furnishing the corresponding ortho monoarylated or diarylated arenes in moderate to good yields. Cu(OAc)2·H2O is found to be the important additive to improve the yields in this transformation.
Co-reporter:Long Ju ; Jinzhong Yao ; Zaihong Wu ; Zhanxiang Liu ;Yuhong Zhang
The Journal of Organic Chemistry () pp:
Publication Date(Web):October 9, 2013
DOI:10.1021/jo401830k
Pd(OAc)2-catalyzed oxidative acetoxylation of benzylic C–H bonds utilizing a bidentate system has been explored. A variety of picolinoyl- or quinoline-2-carbonyl-protected toluidine derivatives react with PhI(OAc)2 in the presence of Pd(OAc)2 to afford the acetoxylated products in synthetically useful yields. A broad of functionalities, such as CH3, F, Cl, Br, I, COCH3, CO2Et, SO2CH3, and NO2, were tolerated. This transformation provides easy access to 2-hydroxymethylaniline derivatives.
Co-reporter:Jinzhong Yao, Ruokun Feng, Cong Lin, Zhanxiang Liu and Yuhong Zhang
Organic & Biomolecular Chemistry 2014 - vol. 12(Issue 29) pp:NaN5476-5476
Publication Date(Web):2014/06/11
DOI:10.1039/C4OB00921E
A rhodium-catalyzed efficient method for the synthesis of 2,3-dihydro-1H-indazoles is described. The reaction of arylhydrazines with olefins results in the corresponding 2,3-dihydro 1H-indazoles with exclusive regioselectivity via C–H bond activation. The utility of the methodology is illustrated by a rapid synthesis of 1H-indazoles under mild reaction conditions in half an hour.