Yong-Qiang Wang

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Name: 王永强

Organization: Northwest University , China

Department: Department of Chemistry & Materials Science

Title: NULL(PhD)

Chemicals
References

Synthesis of 6H-Benzo[c]chromenes via Palladium-Catalyzed Intramolecular Dehydrogenative Coupling of Two Aryl C–H Bonds

Co-reporter:Dong-Dong Guo, Bin Li, Da-Yu Wang, Ya-Ru Gao, Shi-Huan Guo, Gao-Fei Pan, and Yong-Qiang Wang

Organic Letters 2017 Volume 19(Issue 4) pp:

Publication Date(Web):February 1, 2017

DOI:10.1021/acs.orglett.6b03763

The palladium-catalyzed intramolecular C–H/C–H coupling reaction of two simple arenes to generate 6H-benzo[c]chromenes has been reported for the first time. The approach features broad substrate scope and good tolerance of functional groups and uses molecular oxygen as the terminal oxidant. The high efficiency of the approach is verified by concise total synthesis of natural product cannabinol.

Organocatalytic one-pot asymmetric synthesis of 2-aryl-2,3-dihydro-4-quinolones

Co-reporter:Gao-Fei Pan, Li Su, Yan-Lei Zhang, Shi-Huan Guo and Yong-Qiang Wang

RSC Advances 2016 vol. 6(Issue 30) pp:25375-25378

Publication Date(Web):02 Mar 2016

DOI:10.1039/C6RA01247G

A highly efficient organocatalytic one-pot enantioselective synthesis of (R)-2-aryl-2,3-dihydro-4-quinolones from o-aminoacetophenones and aryl aldehydes has been developed. The approach is characterized by being metal free, solvent free and protecting group free. A variety of 2-aryl-2,3-dihydro-4-quinolones could be obtained in good yields up to 99% ee.

Copper-Catalyzed Radical Reaction of N-Tosylhydrazones: Stereoselective Synthesis of (E)-Vinyl Sulfones

Co-reporter:Shuai Mao, Ya-Ru Gao, Xue-Qing Zhu, Dong-Dong Guo, and Yong-Qiang Wang

Organic Letters 2015 Volume 17(Issue 7) pp:1692-1695

Publication Date(Web):March 12, 2015

DOI:10.1021/acs.orglett.5b00461

A new chemistry of hydrazines that is a copper-catalyzed radical reaction to synthesize vinyl sulfones from readily available N-tosylhydrazones has been described. The protocol provides a novel strategy for the synthesis of various vinyl sulfones including α, β-disubstituted ones and terminal ones. The advantages of the transformation include excellent E stereoselectivity, broad substrate scope, low cost of reagents, and convenient operation. A novel and efficient one-pot synthesis of alkynes from N-tosylhydrazones has been achieved. The studies provide important complementary approaches for the syntheses of vinyl sulfones and alkynes.

Copper(II)-Promoted CC Bond Formation by Oxidative Coupling of Two C(sp3)H Bonds Adjacent to Carbonyl Group to Construct 1,4-Diketones and Tetrasubstituted Furans

Co-reporter:Shuai Mao;Ya-Ru Gao;Shao-Liang Zhang;Dong-Dong Guo

European Journal of Organic Chemistry 2015 Volume 2015( Issue 4) pp:876-885

Publication Date(Web):

DOI:10.1002/ejoc.201403274

Abstract

The copper(II)-promoted C–C bond formation from the coupling of two C(sp³)–H bonds that are adjacent to a carbonyl group was achieved. This protocol offers a simple and efficient approach to 2,3-disubstituted 1,4-diketones and tetrasubstituted furans. This method features a wide substrate scope and high functional group tolerance.

Palladium-catalyzed C-7 alkenylation of indolines using molecular oxygen as the sole oxidant

Co-reporter:Dong Yang, Shuai Mao, Ya-Ru Gao, Dong-Dong Guo, Shi-Huan Guo, Bin Li and Yong-Qiang Wang

RSC Advances 2015 vol. 5(Issue 30) pp:23727-23736

Publication Date(Web):25 Feb 2015

DOI:10.1039/C5RA02245B

A general and efficient method for the intermolecular direct C-7-selective C–H alkenylation of indolines using palladium(II) as the catalyst and molecular oxygen as the sole oxidant has been developed. The reaction showed complete regio- and stereoselectivity. All products were E-isomers at the C-7 position, and no Z-isomers or other position substituted products could be detected. The approach also presented an efficient route for the synthesis of C-7 alkenylated indoles.

Copper-catalyzed base-accelerated direct oxidation of C–H bond to synthesize benzils, isatins, and quinoxalines with molecular oxygen as terminal oxidant

Co-reporter:Jing-Wen Yu, Shuai Mao, Yong-Qiang Wang

Tetrahedron Letters 2015 Volume 56(Issue 12) pp:1575-1580

Publication Date(Web):18 March 2015

DOI:10.1016/j.tetlet.2015.02.019

We describe herein an efficient and general copper (II)-catalyzed base-accelerated oxidation of the C–H bond to synthesize benzils and isatins. With similar oxidation system an efficient one-pot procedure for the synthesis of quinoxaline derivatives was realized. The two protocols feature using molecular oxygen as terminal oxidant, low catalyst loading, wide substrate scope, and high functional-group tolerance.

Back Cover: Silver-Catalyzed Coupling of Two Csp3H Groups and One-Pot Synthesis of Tetrasubstituted Furans, Thiophenes, and Pyrroles (Chem. Eur. J. 32/2015)

Co-reporter:Shuai Mao;Xue-Qing Zhu;Ya-Ru Gao;Dong-Dong Guo ;Dr. Yong-Qiang Wang

Chemistry - A European Journal 2015 Volume 21( Issue 32) pp:

Publication Date(Web):

DOI:10.1002/chem.201590146

Silver-Catalyzed Coupling of Two Csp3H Groups and One-Pot Synthesis of Tetrasubstituted Furans, Thiophenes, and Pyrroles

Co-reporter:Shuai Mao;Xue-Qing Zhu;Ya-Ru Gao;Dong-Dong Guo ;Dr. Yong-Qiang Wang

Chemistry - A European Journal 2015 Volume 21( Issue 32) pp:11335-11339

Publication Date(Web):

DOI:10.1002/chem.201501410

Abstract

Silver-catalyzed coupling of two CH groups to form 1,4-diketones have been developed for the first time. The resultant ketones then undergo cyclization to synthesize tetrasubstituted furans, thiophenes, and pyrroles from benzyl ketone derivatives in a one-pot reaction process. This highly-efficient synthetic method, which utilizes air as the terminal oxidant and readily accessible starting materials, displays a wide substrate scope and broad functional-group tolerance.

Wacker-Type Oxidation and Dehydrogenation of Terminal Olefins Using Molecular Oxygen as the Sole Oxidant without Adding Ligand

Co-reporter:Yu-Fei Wang, Ya-Ru Gao, Shuai Mao, Yan-Lei Zhang, Dong-Dong Guo, Zhao-Lei Yan, Shi-Huan Guo, and Yong-Qiang Wang

Organic Letters 2014 Volume 16(Issue 6) pp:1610-1613

Publication Date(Web):March 7, 2014

DOI:10.1021/ol500218p

An efficient and economical palladium-catalyzed oxidation system has been identified. The oxidation system, characterized by not adding ligand and using molecular oxygen as the sole oxidant, can realize the Tsuji–Wacker oxidation of terminal olefins and especially styrenes to methyl ketones; in addition, this system can achieve tandem Wacker oxidation–dehydrogenation of terminal olefins to α,β-unsaturated ketones.

Palladium-Catalyzed C–H Homocoupling of Furans and Thiophenes Using Oxygen as the Oxidant

Co-reporter:Na-Na Li, Yan-Lei Zhang, Shuai Mao, Ya-Ru Gao, Dong-Dong Guo, and Yong-Qiang Wang

Organic Letters 2014 Volume 16(Issue 10) pp:2732-2735

Publication Date(Web):May 7, 2014

DOI:10.1021/ol501019y

A general and efficient palladium-catalyzed intermolecular direct C–H homocoupling of furans and thiophenes has been developed. The reaction is characterized by using molecular oxygen as the sole oxidant and complete C5-position regioselectivity. Both C2- and C3-substituted furans or thiophenes are appropriate substrates. The approach provides a straightforward, facile, and economical route to bifurans and bithiophenes under mild reaction conditions.

Palladium-Catalyzed Intermolecular C-2 Alkenylation of Indoles Using Oxygen as the Oxidant

Co-reporter:Zhao-Lei Yan;Wen-Liang Chen;Ya-Ru Gao;Shuai Mao;Yan-Lei Zhang

Advanced Synthesis & Catalysis 2014 Volume 356( Issue 5) pp:1085-1092

Publication Date(Web):

DOI:10.1002/adsc.201300811

Enantioselective biomimetic cyclization of 2′-hydroxychalcones to flavanones

Co-reporter:Yan-Lei Zhang, Yong-Qiang Wang

Tetrahedron Letters 2014 Volume 55(Issue 21) pp:3255-3258

Publication Date(Web):21 May 2014

DOI:10.1016/j.tetlet.2014.04.032

A new family of organocatalysts based on aminoquinoline and pyrrolidine have been developed and shown to catalyze the direct and highly enantioselective cyclization of 2′-hydroxychalcones in imitation of the natural process of chalcone cyclization. The straightforward synthetic process occurs under mild reaction conditions, tolerates moisture and air, and gives an enantiomeric excess up to 99%. This approach provides a facile and efficient access to chiral flavanones.

Oxa-Michael addition promoted by the aqueous sodium carbonate

Co-reporter:Shi-Huan Guo, Sheng-Zhu Xing, Shuai Mao, Ya-Ru Gao, Wen-Liang Chen, Yong-Qiang Wang

Tetrahedron Letters 2014 Volume 55(Issue 49) pp:6718-6720

Publication Date(Web):3 December 2014

DOI:10.1016/j.tetlet.2014.10.019

An efficient Michael addition of alcohols to activated alkenes promoted by sodium carbonate with water as reaction medium has been developed. The reaction provides a general, economical and environmentally friendly approach for the synthesis of β-alkoxycarbonyl compounds.

Concise synthesis of (+)-serinolamide A

Co-reporter:Ya-Ru Gao, Shi-Huan Guo, Zhuan-Xiang Zhang, Shuai Mao, Yan-Lei Zhang, Yong-Qiang Wang

Tetrahedron Letters 2013 Volume 54(Issue 48) pp:6511-6513

Publication Date(Web):27 November 2013

DOI:10.1016/j.tetlet.2013.09.084

Serinolamide A, isolated from a species of marine cyanobacteria, exhibits a moderate agonist effect and selectivity for the CB1 cannabinoid receptor, which is unusual for marine natural products. Herein, we reported a highly efficient enantiospecific first total synthesis of (+)-serinolamide A from l-serine in nine steps with 30% overall yield. The synthesis method provides a facile, practicable, and economical approach for the preparation of other similar endocanabinoid lipids.

Aza-Michael reaction promoted by aqueous sodium carbonate solution

Co-reporter:Xiao-Ji Tang, Zhao-Lei Yan, Wen-Liang Chen, Ya-Ru Gao, Shuai Mao, Yan-Lei Zhang, Yong-Qiang Wang

Tetrahedron Letters 2013 Volume 54(Issue 21) pp:2669-2673

Publication Date(Web):22 May 2013

DOI:10.1016/j.tetlet.2013.03.043

A general and efficient aza-Michael reaction promoted by aqueous sodium carbonate solution has been developed. The reaction has complete mono-alkylation selectivity and proceeds with complete chirality retention for chiral amino esters. With a broad substrate scope, a well-common catalyst and simple operation, the catalytic approach provides a facile, practicable, economical, and environmentally benign method for the synthesis of β-amino carbonyl compounds.

Palladium-Catalyzed Intermolecular C3 Alkenylation of Indoles Using Oxygen as the Oxidant

Co-reporter:Wen-Liang Chen, Ya-Ru Gao, Shuai Mao, Yan-Lei Zhang, Yu-Fei Wang, and Yong-Qiang Wang

Organic Letters 2012 Volume 14(Issue 23) pp:5920-5923

Publication Date(Web):November 12, 2012

DOI:10.1021/ol302840b

A general and efficient palladium-catalyzed intermolecular direct C3 alkenylation of indoles using oxygen as the oxidant has been developed. The reaction is of complete regio- and stereoselectivity. All products are E-isomers at the C3-position, and no Z-isomers or 2-substituted product can be detected.

Triple condensation of aryl methyl ketones catalyzed by amine and trifluoroacetic acid: straightforward access to 1,3,5-triarylbenzenes under mild conditions

Co-reporter:Shao-Liang Zhang, Zhao-Feng Xue, Ya-Ru Gao, Shuai Mao, Yong-Qiang Wang

Tetrahedron Letters 2012 Volume 53(Issue 19) pp:2436-2439

Publication Date(Web):9 May 2012

DOI:10.1016/j.tetlet.2012.03.008

An efficient triple condensation reaction of aryl methyl ketones catalyzed by ethylenediamine and trifluoroacetic acid was reported. A broad scope of 1,3,5-triarylbenzenes was obtained in good to excellent yields. The reaction provides a novel and practical approach to access organic materials of polycyclic aromatic hydrocarbons under mild conditions.