Publication / Patent

2021

(36) Ash, J.; Huang, H.; Cordero, P.; J. Y. Kang “Selective hydrolysis of phosphorus(v) compounds to form organophosphorus monoacids” Org. Biomol. Chem. 202119, doi.org/10.1039/D1OB00881A

(35) Patent Issued

Kang, J. Y.; Huang, H. “Metal-free direct arylation of dialkyl phosphonates for the synthesis of mixed alkyl aryl phosphonates” 10,927,135, 2/23/2021

2020

(34) Patent Issued

Kang, J. Y.; Mulla, K.; Aleshire, K.; Forster, M P. “N-heterocyclic phosphines” 10,633,403, 4/28/2020

(33) Le Pham, N. S.; Shin, H.; Kang, J. Y.; Sohn, J. H. “Oxidative Dehydrosulfurative Cross-Coupling of 3, 4-Dihydropyrimidine-2-thiones with Alkynes for Access to 2-Alkynylpyrimidines” J. Org. Chem. 202085, 5087-5096. https://doi.org/10.1021/acs.joc.0c00091

2019

(32) Patent Issued

Kang, J. Y.; Huang, H.; Molleti, N. Functionalized phosphonates via Michael addition”,10,435,423, 10/8/2019

(31) Ash, J.; Huang, H.; Kang, J. Y. “Metal- and Chloride Reagent-free Synthesis of Mixed Thiophosphates” Org. Biomol. Chem.201917, 3812-3818. DOI: 10.1039/c9ob00370c

(30) Huang, H.;  Kang, J. Y.”New Strategies for Activation of Phosphonates/Phosphates to Forge Functional Phosphorus Compounds” Synlett2019, 30, 635-641. DOI: 10.1055/s-0037-1611699 (Invited SYNPACTS article)

Jun Yong Kang: Thieme Chemistry Journal Awardee in 2019

2018

(29) Patent Issued

Kang, J. Y.; Mulla, K. “Methods and Compositions for Substituted Alpha-Aminophosphonate Analogues”, US10087204B2, 10/2/2018

(28) Huang, H.; Ash, J.; Kang, J. Y. “Tf2O‐Promoted Activating Strategy of Phosphate Analogues: Synthesis of Mixed Phosphates and Phosphinate” Org. Lett. 2018, 4938-4941DOI: 10.1021/acs.orglett.8b02073

  • Highlighted on the Organic Chemistry Portal. [link]

(27) Huang, H.; Ash, J.; Kang, J. Y. “Base-Controlled Fe(Pc)-Catalyzed Aerobic Oxidation of Thiols for the Synthesis of S-S and S-P(O) Bond” Org. Biomol. Chem. 2018, 16, 4236-4242, http://dx.doi.org/10.1039/C8OB00908B

(26) Le, N.; Huang, H.; Kang, J. Y. “One-pot synthesis of phosphorodiamidothioates using N-heterocyclic phosphine (NHP)-thiourea” Tetrahedron Lett. 2018, 56, 2296-2298, https://doi.org/10.1016/j.tetlet.2018.04.080 

(25) Huang, H.; Zhu, H.; Kang, J. Y. “Regio- and Stereoselective Hydrophosphorylation of Ynamides for the Synthesis of β-Aminovinylphosphine Oxides” Org. Lett. 2018, 20, 2778-2781DOI: 10.1021/acs.orglett.8b01065

(24) Huang, H.; Denne, J.; YangC-H.; Wang, H.; Kang, J. Y. “Direct Aryloxylation/Alkyloxylation of Dialkyl Phosphonates for the Synthesis of Mixed Phosphonates” Angew. Chem. Int. Ed.201857, 6624-6628, http://dx.doi.org/10.1002/anie.201802082

 
 
 

(23) Shetty, M.; Huang, H.; Kang, J. Y. “Regioselective Synthesis of α- and γ-Amino Quinolinyl Phosphonamides Using N-Heterocyclic Phosphines (NHPs)Org. Lett. 2018, 20, 700-703, DOI: 10.1021/acs.orglett.7b03829.

2017

(22) Huang, H.; Kang, J. Y. “Organocatalytic Phosphonylation of In Situ Formed o-Quinone Methides”Org. Lett.2017, 19, 5988-5991, DOI: 10.1021/acs.orglett.7b03019.

Invention Disclosure

(21) Jun Yong Kang, Hai Huang, ”Metal-free Direct Arylation of Dialkyl Phosphonates for the Synthesis of Mixed Alkyl Aryl Phosphonates”, Filed with The Board of Regents of the Nevada System of Higher Education (NSHE) on Behalf of UNLV, 62540773, August 7, 2017

(20) Jun Yong Kang, Hai Huang, ”Chiral N-heterocyclic Phosphordiamidic Acids (NHPAS) and Derivatives as Novel Brønsted Acid Catalysts”, Filed with The Board of Regents of the Nevada System of Higher Education (NSHE) on Behalf of UNLV (62521086)  June 16, 2017.

(19) Huang, H.; Kang, J. Y., “Mitsunobu Reaction Using Basic Amines as Pronucleophiles” J. Org. Chem., 2017, 82, 6604-6614. DOI: 10.1021/acs.joc.7b00622

Picture1

(18) Moletti, N.; Kang, J. Y., “Synthesis of Diaryl-Diazaphosphonates via 1,6-Hydrophosphonylation of p-Quinone Methides with N-Heterocyclic Phosphine-Thioureas” Org. Lett.2017, 19, 958–961 DOI: 10.1021/acs.orglett.7b00261

Untitled OLMSW2000_2col_StyleSheet-5 copy

(17) Huang, H.; Kang, J. Y., “Oxidation-Reduction Condensation of Diazaphosphites for Carbon-Heteroatom Bond Formation Based on Mitsunobu Mechanism” Org. Lett.201719, 544-547, DOI: 10.1021/acs.orglett.6b03709

Untitled OLMSW2000_2col_StyleSheet-2

2016

(16) Huang, H.; Palmas, J.; Kang, J. Y., “A Reagent-Controlled Phospha-Michael Addition Reaction of Nitroalkenes with Bifunctional N-Heterocyclic Phosphine (NHP)-Thioureas” J. Org. Chem.2016, 81, 11932–11939, DOI: 10.1021/acs.joc.6b02490

Table of contents

(15) Moletti, N.; Bjornberg, C.; Kang, J. Y. “Phospha-Michael addition reaction of maleimides employing N-heterocyclic phosphine-thiourea as a phosphonylation reagent: synthesis of 1-aryl-2,5-dioxopyrrolidine-3-yl-phosphonate derivatives” Org. Biomol. Chem.2016, 14, 10695-10704, DOI: 10.1039/C6OB01987K

TOC

(14) Moletti, N.; Kang, J. Y. “Catalyst-free synthesis of α1-oxindole-α-hydroxyphosphonates via phospha-aldol reaction of isatins employing N-heterocyclic phosphine (NHP)-thiourea” Org. Biomol. Chem.2016, 14, 8952-8956, DOI: 10.1039/C6OB01608A

aldol

(13) Huang, H.; Kang, J. Y., “Amine-Catalyzed Phospha-Michael Reaction of α,β-Unsaturated Aldehydes and Ketones with Multifunctional N-Heterocyclic Phosphine-Thioureas as Phosphonylation Reagent” Org. Lett.2016, 18, 4372–4375, DOI: 10.1021/acs.orglett.6b02121

 

ol-2016-02121n_0012
 

(12) Mulla, K.; Kang, J. Y., 1,3,2-Diazaphospholidine (N-Heterocyclic Phosphine)-Mediated Carbon-Phosphorus Bond Forming One-Pot Tandem Reaction: A Route to α-amino Phosphonates, J. Org. Chem. 201681, 4550-4558, DOI: 10.1021/acs.joc.6b00326

TOC (A Route to α-amino Phosphonates)

(11) Kang, J.-Y.; Johnston, R. C.; Snyder, K. M.; Cheong, P. H.-Y.; Carter, R. G. Construction of Stereogenic α,α-Disubstituted Cycloalkanones via 1° Amine Thiourea Dual Catalysis: Experimental Scope and Computational Analyses J. Org. Chem. 201681, 3629-3637                                       DOI: 10.1021/acs.joc.6b00280

jo-2016-00280t_0014 TOC

(10) Mulla, K.; Aleshire, K. L.;Forster, P. M.; Kang, J. Y. “Utility of Bi-Functional N-Heterocyclic Phosphine (NHP)-Thioureas for Metal-Free Carbon-Phosphorus Bond Construction toward Regio-, and Stereoselective Formation of Vinylphosphonates”, J. Org. Chem. 2016, 81, 77−88, DOI:10.1021/acs.joc.5b02184

NHP thiourea

(9) El-Mansy, M. F., Kang, J.-Y.; Lingampally, R., Carter, R. G., Proline Sulfonamide-Catalyzed, Domino Process for Asymmetric Synthesis of Amino- and Hydroxy-Substituted Bicyclo[2.2.2]octanes. Eur. J. Org. Chem2016, 150–157, DOI:10.1002/ejoc.201501302[2,2,2]-bicyclo

Invention Disclosure

(8) Jun Yong Kang, Hai Huang, Nagaraju Molleti, Functionalized Phosphonates via Michael Addition, Filed with The Board of Regents of the Nevada System of Higher Education (NSHE) on Behalf of UNLV (62376213) August 17, 2016.

2015

Invention Disclosure

(7) Jun Yong Kang, Karimulla Mulla, Methods and Compositions for Substituted Alpha-Aminophosphonates Analogues, Filed with The Board of Regents of the Nevada System of Higher Education (NSHE) on Behalf of UNLV (62309674) March 17, 2015.

2014

Invention Disclosure

(6) Jun Yong Kang, Karimulla Mulla, Kyle Aleshire, Paul M Forster, N-Heterocyclic Phosphines, Filed with The Board of Regents of the Nevada System of Higher Education (NSHE) on Behalf of UNLV (62048072) September 9, 2014.

Before UNLV

(5) Kang, J.-Y.; Carter, R. G., Primary Amine, Thiourea-Based Dual Catalysis Motif for Synthesis of Stereogenic, All-Carbon Quaternary Center-Containing Cycloalkanones. Org. Lett. 2012, 14, 3178-3181.
Org. Lett., 2012, 14 (12), pp 3178–3181
(4) Kang, J.-Y.; Connell, B. T., Palladium-Catalyzed Alkynylation of Secondary α-Bromo Carbonyl Compounds by the Still Coupling Reaction between sp and sp3 Carbons. J. Org. Chem. 2011, 76, 6856-6859.
J. Org. Chem., 2011, 76 (16), pp 6856–6859
(3) Kang, J.-Y.; Connell, B. T., Synthesis of Substituted Acetylenic α,β-Epoxides Followed by Indium-Catalyzed Rearrangement to 2,3,5-Trisubstituted Furans. J. Org. Chem. 2011, 76, 2379-2383.

  • Highlighted in Synfacts20118, 607. [link]
  • Highlighted on the Organic Chemistry Portal. [link]

J. Org. Chem., 2011, 76 (7), pp 2379–2383
(2) Kang, J.-Y.; Connell, B. T., Chromium-Catalyzed Homoaldol Equivalent Reaction Employing a Nucleophilic Propenyl Acetate.  J. Am. Chem. Soc. 2010, 132, 7826-7827.

  •  Highlighted in Synfacts20107, 1063. [link]
  •  Highlighted on the Organic Chemistry Portal. [link]
  •  Highlighted in New Methods for C-C Bond Construction, February 2011. [link]

J. Am. Chem. Soc., 2010, 132 (23), pp 7826–7827
(1) Kang, J.-Y.; Bugarin, A.; Connell, B. T., Conversion of Nitrosobenzenes to Isoxazolidines: An Efficient Cascade Process Utilizing Reactive Nitrone IntermediatesChem. Commun. 2008, 3522-3524.

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Chem Comm, 2008