Co-reporter:Guanghao Shi, Xinwei He, Yongjia Shang and Meihua Xie
RSC Advances 2016 vol. 6(Issue 13) pp:10412-10418
Publication Date(Web):19 Jan 2016
DOI:10.1039/C5RA23860A
Reported here is a convenient catalyst-free method for preparing a series of spiro[indoline-3,2′-pyrroles] from a three-component reaction of isatins, α-amino acid and phenylpropiolic acid esters in refluxing isopropanol with high regioselectivity and yields. A plausible mechanism for this process was proposed. In addition, this protocol permitted the facile construction of spiro[indoline-3,2′-pyrroles] through an expanded scope of substrates.
Co-reporter:Changqing Liu, Chao Zha, Jing Jia, Jian Fan, Zhenda Liang, Zhengchun Yin, Ying Sun, Meihua Xie
Journal of Organometallic Chemistry 2016 Volumes 825–826() pp:75-82
Publication Date(Web):15 December 2016
DOI:10.1016/j.jorganchem.2016.10.026
•One-pot three-component coupling reaction of acetylenic sulfones, Grignard reagents and α, β-unsaturated carbonyls was investigated.•Diallylic alcohols containing a sulfonyl group were synthesized conveniently by this method.A convenient synthesis of diversely substituted diallylic alcohols is developed via Cu-mediated three-component coupling reaction of acetylenic sulfones, Grignard reagents and α, β-unsaturated carbonyls. Polysubstituted diallylic alcohols containing a sulfonyl group could be obtained in up to 85% yield.A convenient synthesis of diversely substituted diallylic alcohols is developed via Cu-mediated three-component coupling reaction of acetylenic sulfones, Grignard reagents and α, β-unsaturated carbonyls. Polysubstituted diallylic alcohols containing a sulfonyl group could be obtained in up to 85% yield.
Co-reporter:Shengke Wang, Changqing Liu, Jing Jia, Chao Zha, Meihua Xie, Nianrong Zhang
Tetrahedron 2016 Volume 72(Issue 42) pp:6684-6691
Publication Date(Web):20 October 2016
DOI:10.1016/j.tet.2016.08.081
An efficient synthesis of diversely functionalized furans is developed via Cu-mediated intermolecular annulative couplings of acetylenic sulfones and activated methylenes, which provides a straightforward and atom-economic way to tetrasubstituted furan derivatives in good yields.
Co-reporter:Meihua Xie, Shengke Wang, Jun Wang, Kuang Fang, Changqing Liu, Chao Zha, and Jing Jia
The Journal of Organic Chemistry 2016 Volume 81(Issue 8) pp:3329-3334
Publication Date(Web):March 25, 2016
DOI:10.1021/acs.joc.6b00308
A tandem Sonogashira coupling/cyclization/aromatization sequence of β-halo vinyl sulfones/ketones with terminal alkynes has been developed for the construction of benzene rings. Polysubstituted functionalized benzenes containing a sulfonyl or an acyl group could be obtained in up to 95% yield.
Co-reporter:Meihua Xie, Jun Wang, Kuang Fang, Shengke Wang, Liqin Yan
Tetrahedron Letters 2015 Volume 56(Issue 29) pp:4388-4391
Publication Date(Web):15 July 2015
DOI:10.1016/j.tetlet.2015.05.098
An atom-economic protocol to the regio- and stereoselective formation of tetrasubstituted alkenyl ketones/sulfones is realized via the Pd-catalyzed haloallylation of alkynyl ketones/sulfones, which provides an efficient and straightforward pathway to synthesis highly functionalized alkenes.An atom-economic protocol to the regio- and stereoselective formation of tetrasubstituted alkenyl ketones/sulfones is realized via the Pd-catalyzed haloallylation of alkynyl ketones/sulfones, which provides an efficient and straightforward pathway to synthesis highly functionalized alkenes.
Co-reporter:Changqing Liu;Zhannan Zhang;Jitan Zhang;Xing Liu
Chinese Journal of Chemistry 2014 Volume 32( Issue 12) pp:1233-1237
Publication Date(Web):
DOI:10.1002/cjoc.201400597
Abstract
Aurone derivatives were synthesized in good to high yields by PBu3-catalyzed intramolecular 5-exo cyclization of 2-alkynoylphenols. The reaction proceeds in high regioselectivity without forming 6-endo cyclization products.
Co-reporter:Meihua Xie, Jitan Zhang, Peng Ning, Zhannan Zhang, Xing Liu, Linbo Wang
Tetrahedron Letters 2014 Volume 55(Issue 5) pp:1065-1067
Publication Date(Web):29 January 2014
DOI:10.1016/j.tetlet.2013.12.084
Co-reporter:Kuang Fang, Meihua Xie, Zhannan Zhang, Peng Ning, Guanying Shu
Tetrahedron Letters 2013 Volume 54(Issue 29) pp:3819-3821
Publication Date(Web):17 July 2013
DOI:10.1016/j.tetlet.2013.05.049
The cross-coupling reaction of acetylenic sulfones with acetylenic Grignard reagents was realized by using Ni(acac)2 as catalyst to afford unsymmetrical 1,3-diynes under mild conditions without homocoupling byproducts. By using this method, 1,4-diaryl-1,3-diynes could be obtained in moderate to good yields (59–83%), whereas, the yields for alkyl substituted 1,3-diynes are lower (30–54%).The cross-coupling reaction of acetylenic sulfones with acetylenic Grignard reagents was realized by using Ni(acac)2 as catalyst to afford unsymmetrical 1,3-diynes under mild conditions without homocoupling byproducts. By using this method, 1,4-diaryl-1,3-diynes could be obtained in moderate to good yields (59–83%), whereas, the yields for alkyl substituted 1,3-diynes are lower (30–54%).
Co-reporter:Meihua Xie;Ming Li;Changqing Liu;Jitan Zhang ;Chengyou Feng
Journal of Heterocyclic Chemistry 2012 Volume 49( Issue 6) pp:1462-1465
Publication Date(Web):
DOI:10.1002/jhet.1033
5-Hydroxy-4,5-dihydroisoxazoles were synthesized conveniently in good yields by tandem conjugate addition-cyclization reaction of acetylenic ketones and hydroxylamine hydrochloride salt.
Co-reporter:Meihua Xie, Chengyou Feng, Jitan Zhang, Changqing Liu, Kuang Fang, Guanying Shu, Wansheng Zuo
Journal of Organometallic Chemistry 2011 696(21) pp: 3397-3401
Publication Date(Web):
DOI:10.1016/j.jorganchem.2011.07.031
Co-reporter:Meihua Xie;Jinhua Zhang;Xinyang Zhao ;Gaofeng Lin
Chinese Journal of Chemistry 2010 Volume 28( Issue 6) pp:961-966
Publication Date(Web):
DOI:10.1002/cjoc.201090178
Abstract
Iodomethyl- and sulfonyl-containing polysubstituted dihydropyrans were synthesized conveniently in high yield by FeCl3·6H2O catalyzed iodocyclization of allylic alcohols.
Co-reporter:Mei-Hua Xie, Fa-Dong Xie, Gao-Feng Lin, Jin-Hua Zhang
Tetrahedron Letters 2010 Volume 51(Issue 8) pp:1213-1215
Publication Date(Web):24 February 2010
DOI:10.1016/j.tetlet.2009.12.093
Sulfonyl-containing bis(indolyl)alkanes and bis(pyrrolyl)alkanes were synthesized conveniently by Cu(OTf)2-catalyzed double Michael addition of indole and pyrrole to acetylenic sulfone.Sulfonyl-containing bis(indolyl)alkanes and bis(pyrrolyl)alkanes were synthesized conveniently by Cu(OTf)2-catalyzed double Michael addition of indole and pyrrole to acetylenic sulfone.
Co-reporter:Meihua Xie, Gaofeng Lin, Jinhua Zhang, Ming Li, Chengyou Feng
Journal of Organometallic Chemistry 2010 695(6) pp: 882-886
Publication Date(Web):
DOI:10.1016/j.jorganchem.2010.01.003
Co-reporter:Meihua Xie;Xiaoxia Gu;Jialiang Wang;Jinhua Zhang;Gaofeng Lin;Shaowu Wang
Applied Organometallic Chemistry 2009 Volume 23( Issue 7) pp:258-266
Publication Date(Web):
DOI:10.1002/aoc.1508
Abstract
Tri- or tetrasubstituted alkenes with various substituents can be constructed regio- and stereospecifically by treatment of acetylenic sulfones with organozinc reagents in tetrahydrofuran followed by hydrolysis or coupling with halohydrocarbon. Copyright © 2009 John Wiley & Sons, Ltd.
Co-reporter:Meihua Xie, Jialiang Wang, Wei Zhang, Shaowu Wang
Journal of Organometallic Chemistry 2009 694(14) pp: 2258-2262
Publication Date(Web):
DOI:10.1016/j.jorganchem.2009.03.006
Co-reporter:Xiao-Xia GU;Mei-Hua XIE;Xin-Yang ZHAO;Ying SUN;Wei ZHANG;Fa-Dong XIE ;Shao-Wu WANG
Chinese Journal of Chemistry 2008 Volume 26( Issue 9) pp:1625-1629
Publication Date(Web):
DOI:10.1002/cjoc.200890293
Abstract
Sulfonyl-substituted 1,3-enynes were synthesized in moderate to high yields by Sonogashira coupling reaction of (E)-β-iodovinyl sulfones with terminal alkynes. The sulfonyl group was further transformed to various substitutents by desulfonylation coupling with Grignard reagents in the presence of NiCl2(PPh3)2.