Co-reporter:Guangni Ding, Xiaoyu Wu, Lili Jiang, Zhaoguo Zhang, and Xiaomin Xie
Organic Letters November 17, 2017 Volume 19(Issue 22) pp:6048-6048
Publication Date(Web):October 27, 2017
DOI:10.1021/acs.orglett.7b02739
An alkoxide-catalyzed reduction of benzolactams to isoindoles with silanes was realized. With t-BuOK as the catalyst and Ph2SiH2 as the reductant, a series of benzolactams containing different functional groups were reduced to the corresponding isoindoles, which could be captured by N-phenyl maleimide to form Diels–Alder products in moderate to good yields. Deuterium labeling studies and the hydrosilylation of benzolactam in DMF indicated that the deprotonation of benzolactams took place at C3 potion during the reduction.
Co-reporter:Xiaochun Tao;Lei Li;Yu Zhou;Xuanying Qian;Min Zhao;Liangzhen Cai
Chinese Journal of Chemistry 2017 Volume 35(Issue 11) pp:1749-1754
Publication Date(Web):2017/11/01
DOI:10.1002/cjoc.201700276
Triphenylphosphine and salicylaldimine could be used as a mixed ligand system to obtain a high catalytic activity for palladium catalyzed diarylation of primary anilines with unactivated aryl chlorides by the synergistic effect of ligands. The activity and selectivity of the catalytic system could be improved by modifying the structure of salicylaldimine. In refluxing o-xylene, PdCl2(Ph3P)2 with 2,5-ditrifluoromethyl N-phenylsalicylaldimine as a coligand shows high efficiency for the diarylation of various anilines. The catalytic system shows good toleration for the steric hindrance of the substrates. The facile catalytic system works as well on the multiple arylation of 1,1′-biphenyl- 4,4′-diamine with aryl chlorides to afford N,N,N′,N′-tetraaryl-1,1′-biphenyl-4,4′-diamines which are important intermediates of organic light emitting diode (OLED) hole transport materials.
Co-reporter:Guangni Ding;Bin Lu;Yuyuan Li;Jun Wan;Zhaoguo Zhang
Advanced Synthesis & Catalysis 2015 Volume 357( Issue 5) pp:1013-1021
Publication Date(Web):
DOI:10.1002/adsc.201400961
Co-reporter:Yi Zhang, Gang Ni, Chengjun Li, Sheng Xu, Zhaoguo Zhang, Xiaomin Xie
Tetrahedron 2015 Volume 71(Issue 30) pp:4927-4932
Publication Date(Web):29 July 2015
DOI:10.1016/j.tet.2015.05.104
Palladium-catalyzed coupling reactions of aryl halides and phenols are described employing the bulky and electron-rich MOP-type ligands. When K3PO4 was used as base and toluene as solvent, the catalyst system exhibited high efficiency for the coupling reaction of the activated aryl halides. When NaH was used as base and o-xylene as solvent, unactivated aryl halides can be used as substrates.
Co-reporter:Liangzhen Cai, Xuanying Qian, Wenjing Song, Taoping Liu, Xiaochun Tao, Wanfang Li, Xiaomin Xie
Tetrahedron 2014 70(32) pp: 4754-4759
Publication Date(Web):
DOI:10.1016/j.tet.2014.05.048
Co-reporter:Fangfang Ma, Xiaomin Xie, Lina Ding, Jinsheng Gao, Zhaoguo Zhang
Tetrahedron 2011 67(48) pp: 9405-9410
Publication Date(Web):
DOI:10.1016/j.tet.2011.09.109
Co-reporter:Xiaomin Xie;Lina Ding;Gang Ni;Zhaoguo Zhang;Jinsheng Gao
Chinese Journal of Chemistry 2010 Volume 28( Issue 9) pp:1630-1634
Publication Date(Web):
DOI:10.1002/cjoc.201090276
Abstract
A facile and efficient protocol for the synthesis of 2′-functionalized 1,1′-binaphthyl-2-ols has been developed. The C,O-dilithio reagent (2) generated by the reductive ring-opening of binaphthofuran (1) with lithium was treated with the corresponding electrophiles to give 2′-functionalized 1,1′-binaphthyl-2-ols including the halides (3), amine (4), acid (5), aldehyde (6), carbonate (7) or phosphonate (8), respectively, in moderate to good yields.