Jun Liu

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Name: 刘军

Organization: Northeast Normal University , China

Department: Department of Chemistry

Title: (PhD)

TOPICS

Polymer

UV Absorbents

Chemicals
References

Copper(I)-Catalyzed Heterocyclization of α-Acyl-α-alkynyl Ketene Dithioacetals: Synthesis of 3-Cyanofurans

Co-reporter:Lianjie Wang, Xiaocui Liu, Mang Wang, and Jun Liu

Organic Letters 2016 Volume 18(Issue 9) pp:2162-2165

Publication Date(Web):April 13, 2016

DOI:10.1021/acs.orglett.6b00785

A new method for the synthesis of 3-cyanofurans via Cu(I)-catalyzed heterocyclization of α-acyl-α-alkynyl ketene dithioacetals in the presence of ammonium acetate has been developed. The procedure generates the cyano moiety in situ with ammonium acetate as the nitrogen source. Based upon experimental observations, a plausible reaction mechanism is proposed.

Synthetic Applications of Hypervalent Iodine(III) Reagents Enabled by Visible Light Photoredox Catalysis

Co-reporter:Lianjie Wang

European Journal of Organic Chemistry 2016 Volume 2016( Issue 10) pp:1813-1824

Publication Date(Web):

DOI:10.1002/ejoc.201501490

Abstract

Recent advances in the development of environmentally friendly reagents and catalytic systems are discussed. Hypervalent iodine(III) reagents are generally considered to be environmentally friendly, due to their oxidizing properties (comparable with those of heavy metals), in combination with relatively high stability and easy availability. In addition, visible-light photoredox catalysis has been emerging as one of the most rapidly growing fields in organic chemistry. Under visible-light irradiation, photoredox catalysis typically provides reactive radical species under remarkably mild, environmentally friendly and sustainable conditions. Recently, many groups have utilized visible-light-absorbing photoredox catalysts to sensitize hypervalent iodine(III) reagents. In this review we summarize recent applications of hypervalent iodine(III) reagents in visible-light photoredox catalysis.

Tandem Thien- and Benzannulations of α-Alkenoyl-α-alkynyl Ketene Dithioacetals with Cyanoacetates: Synthesis of Functionalized Benzo[b]thiophenes

Co-reporter:Wenbo Ming, Xiaocui Liu, Lianjie Wang, Jun Liu, and Mang Wang

Organic Letters 2015 Volume 17(Issue 7) pp:1746-1749

Publication Date(Web):March 19, 2015

DOI:10.1021/acs.orglett.5b00523

A novel domino annulation strategy for the construction of benzo[b]thiophenes has been developed. In the presence of Cs2CO3 and Ag2CO3, a wide range of α-alkenoyl-α-alkynyl ketene dithioacetals readily react with cyanoacetates in CH3CN at 110 °C under N2 to afford multisubstituted benzo[b]thiophenes efficiently via tandem thien- and benzannulations. A plausible mechanism is also proposed.

Annulations of -Carbamoyl Ketene Dithioacetals with Dicarboxylic Acid Dichlorides: Synthesis of Functionalized Pyrrolidinetriones and Piperidinetriones

Co-reporter:Ying Dong;Yaru Guo, ;Gang Zheng ;Mang Wang

European Journal of Organic Chemistry 2014 Volume 2014( Issue 4) pp:797-801

Publication Date(Web):

DOI:10.1002/ejoc.201301227

Abstract

An annulation strategy based on ketene dithioacetals is described. Under very mild conditions, a number of pyrrolidinetriones 2 and piperidinetriones 3 have been synthesized by the cycloaddition reaction of α-carbamoyl ketene dithioacetals 1 with di-carboxylic acid dichlorides in good to excellent yields. Further application of this protocol is highlighted by the synthesis of a set of fused pyrimidine derivatives 4/5 from 2/3 and amidines.

Pd-Catalyzed C–S Activation for [3 + 3] Annulation of 2-(Methylthio)benzofuran-3-carboxylates and 2-Hydroxyphenylboronic Acids: Synthesis of Coumestan Derivatives

Co-reporter:Jingxin Liu, Yingjie Liu, Wenting Du, Ying Dong, Jun Liu, and Mang Wang

The Journal of Organic Chemistry 2013 Volume 78(Issue 14) pp:7293-7297

Publication Date(Web):June 17, 2013

DOI:10.1021/jo400984h

Pd-catalytic C–S activation was successfully applied to initiate the cross-coupling of (2-methylthio-3-ester)benzofurans with 2-hydroxyphenylboronic acids and sequential intramolecular transesterification process under Liebeskind-Srogl conditions. Thus, a novel [3 + 3] annulation strategy for efficient synthesis of coumestan derivatives has been developed from readily available starting materials.