Dr. Jumreang Tummatorn


jumreang
Name: Dr. Jumreang Tummatorn
Office address: R614B / R619, Laboratory of Medicinal Chemistry
54 Kamphaeng Phet 6 Talat Bang Khen, Lak Si, Bangkok 10210, Thailand
Tel: +66 25530 8555 (ext. 8998 / 8812-3)
E-mail: jumreangResearch Scientist I

Research Interests
We are interested in the rearrangement reaction of azide derivatives and its application to natural product synthesis.

Education
2004 – 2008 Ph.D. (Organic Chemistry), Chulalongkorn University, Thailand
2002 – 2004 M.Sc. (Organic Chemistry), Chulalongkorn University, Thailand
1998 – 2002 B.Sc. (Chemistry), Burapha University, Thailand

Work Experiences
2015 – present: Research Scientist I, Chulabhorn Research Institute, Thailand
2011 – 2015: Research Scientist, Chulabhorn Research Institute, Thailand
Jun 2011 – Sep 2011: Research Assistant, Chulabhorn Research Institute, Thailand
2009 – 2011: Postdoctoral Fellow, Florida State University, USA
Aug 2009 – Oct 2009: Senior Researcher, International Bio Service Co., Ltd., Thailand
2007 – 2008: Visiting Scholar, Florida State University, USA

Awards
2016 Asian CORE Program (ACP) Lectureship Award to Korea and Taiwan, presented at the 11th International Conference on Cutting-Edge Organic Chemistry in Asia (ICCEOCA-11), Korea (26-31 October 2016)
2014 Best Poster Award from the 14th Annual Conference of the Thailand Research Fund (TRF)
2006 – 2008 The Royal Golden Jubilee Scholarship, Thailand Research Fund, Thailand

Publications

– Akkachairin B, Tummatorn J, Khamsuwan N, Thongsornkleeb C, Ruchirawat S. Domino N2–Extrusion–Cyclization of Alkynylarylketone Derivatives for the Synthesis of Indoloquinolines and Carbocycle-fused Quinolines. J. Org. Chem. 201883: 11254-11268. (Highlighted by Synfacts)
– Nimnual P, Norseeda K, Akkachairin B, Tummatorn J, Laohapaisan P, Supantanapong N, Chuangsoongnern P, Thongsornkleeb C, Sittihan S, Ruchirawat S, Rodphon W. Synthesis of β‐Naphthols and Naphthofuranones from ortho‐Alkynylarylketones via Sequential AgTFA‐catalyzed Ketonization–Intramolecular Aldol Condensation: A Total Synthesis of Negundin A. Asian J. Org. Chem. 20187: 932-945.
– Chaisan N, Kaewsri K, Thongsornkleeb C, Tummatorn J, Ruchirawat S. PtCl4-catalyzed Cyclization of N-Acetyl-2-alkynylanilines: A Mild and Efficient Synthesis of N-Acetyl-2-substituted Indoles. Tetrahedron Lett. 2018; 59: 675-680.
– Kaewsri W, Norseeda K, Ruengsangtongkul S, Chaisan N, Thongsornkleeb C, Tummatorn J, Ruchirawat S. Synthesis of 2-Cyclohexenone-2-carboxylate and 4-Chloro-2-cyclohexenone-2-carboxylate Derivatives by Cyclization of Alkyne-Tethered 1,3-Ketoesters. Asian J. Org. Chem. 2018; 7: 203-211.
– Chuangsoongnern P, Surinrach C, Tummatorn J, Thongsornkleeb C, Ruchirawat S. Iodine-mediated Cyclization of ortho-Alkynylaryl Ketones for the Synthesis of Indenone Derivatives. Eur. J. Org. Chem. 2017; 2017: 5102-5109.
– Akkachairin B, Tummatorn J, Supantanapong N, Nimnual P, Thongsornkleeb C, Ruchirawat S. Silver-catalyzed Cyclization of ortho-Carbonylarylacetylenols for the Synthesis of Dihydronaphthofurans. J. Org. Chem. 2017; 82: 3727-3740.
– Kaewsri W, Thongsornkleeb C, Tummatorn J, Ruchirawat S. Isomerizable (E/Z)-alkynyl-O-methyl Oximes Employing TMSCl–NCS in Chlorinative Cyclization for the Direct Synthesis of 4-Chloroisoxazoles. RSC Adv. 2016; 6: 48666-48675.
– Norseeda K, Tummatorn J, Krajangsri S, Thongsornkleeb C, Ruchirawat S. Synthesis of 6-Alkyl-6 H-benzo[c]chromene Derivatives by Cyclization/Selective Ether Cleavage in One Pot: Total Synthesis of Cannabinol. Asian J. Org. Chem. 2016; 5: 792-800.
– Nimnual P, Tummatorn J, Thongsornkleeb C, Ruchirawat S. Utility of Nitrogen Extrusion of Azido Complexes for the Synthesis of Nitriles, Benzoxazoles, and Benzisoxazoles. J. Org. Chem. 2015; 80: 8657-8667.
Tummatorn J, Poonsilp P, Nimnual P, Janprasit J, Thongsornkleeb C, Ruchirawat S. Regioselective Synthesis of 3‑Bromoquinoline Derivatives and Diastereoselective Synthesis of Tetrahydroquinolines via Acid-Promoted Rearrangement of Arylmethyl Azides. J. Org. Chem. 2015; 80: 4516-4525.
– Aroonkit P, Thongsornkleeb C, Tummatorn J, Krajangsri S, Mungthin M, Ruchirawat S. Synthesis of isocryptolepine analogues and their structure activity relationship studies as antiplasmodial and antiproliferative agents. Eur. J. Med. Chem. 2015; 94: 56-62.
Tummatorn J, Thongsornkleeb C, Ruchirawat S, Thongarama P, Kaewmeea B. Convenient and Direct Azidation of sec-Benzyl Alcohols by Trimethylsilyl Azide with Bismuth(III) Triflate Catalyst. Synthesis 2015; 47: 325-329.
– Maibunkaew T, Thongsornkleeb C, Tummatorn J, Bunrit A, Ruchirawat S. Practical and Metal-Free Electrophilic Aromatic Halogenation by Inter­halogen Compounds Generated In Situ from N-Halosuccinimide and Catalytic TMSCl. Synlett 2014; 25: 1769-1775.
Tummatorn J, Gleeson MP, Krajangsri S, Thongsornkleeb C, Ruchirawat S. ZrCl4-promoted Facile Synthesis of Indole Derivatives. RSC Adv. 2014; 4: 20048–20052.
Tummatorn J, Krajangsri S, Norseeda K, Thongsornkleeb C, Ruchirawat S. A New Synthetic Approach to 6-Unsubstituted Phenanthridine and Phenanthridine-like Compounds under Mild and Metal-free Conditions. Org. Biomol. Chem. 2014; 12: 5077-5081.
Tummatorn J, Thongsornkleeb C, Ruchirawat S, Gettongsong T. Synthesis of 2,4-Unsubstituted Quinoline-3-carboxylic Acid Ethyl Esters from Arylmethyl Azides via a Domino Process. Org. Biomol. Chem. 2013; 11: 1463-1467.
Tummatorn J, Muñoz GD, Dudley GB. Synthesis of (−)-(R)- Angustureine by Formal Alkynylation of a Chiral β-Amino Ester. Tetrahedron Lett. 2013; 54: 1312-1314.
– Thongsornkleeb C, Rabten W, Bunrit A, Tummatorn J, Ruchirawat S. Facile Access to 2,5-Disubstituted-4-chloromethyl-3-iodofuran Derivatives via ICl-mediated Cyclization of 1-Alkyl-2-alkynylallylic Alcohols. Tetrahedron Lett. 2012; 53: 6615-6619.
Tummatorn J, Thongsornkleeb C, Ruchirawat S. Acid-promoted Rearrangement of Arylmethyl Azides: Applications toward the Synthesis of N-Arylmethyl Arenes, and Polycyclic Heteroaromatic Compounds” Tetrahedron 2012; 68: 4732-4739.
Tummatorn J, Batsomboon P, Clark RJ, Alabugin IV, Dudley GB. Strain-promoted Azide–alkyne Cycloadditions of Benzocyclononynes. J. Org. Chem. 2012; 77: 2093-2097.
– Radomkit S, Sarnpitak P, Tummatorn J, Batsomboon P, Ruchirawat S, Ploypradith P. Pt(IV)-Catalyzed Generation and [4+2]-Cycloaddition Reactions of o-Quinone Methides. Tetrahedron 2011; 67: 3904-3914.
– Yang J, Tummatorn J, Slegeris R, Tlasis SF, Dudley GB. Synthesis of the Tricyclic Core of Aldingenin B by Oxidative Cycloketalization of an Alkyne-diol. Org. Lett. 2011; 13: 2065-2067.
Tummatorn J, Dudley GB. Generation of Medium-Ring Cycloalkynes by Ring Expansion of Vinylogous Acyl Triflates. Org. Lett. 2011; 13: 1572-1575.
Tummatorn J, Dudley G B. Stereospecific Formation of Homopropargyl Amine Derivatives by Tandem Nucleophilic Addition/fragmentation of Dihydropyridone Triflates. Org. Lett. 2011; 13: 158-160.
Tummatorn J, Ruchirawat S, Ploypradith P. A Convergent General Strategy for the Functionalized 2-Aryl Cycloalkylfused Chromans: Intramolecular Hetero Diels-Alder (HDA) Reactions of ortho-Quinone Methides (o-QMs). Chem. Eur. J. 2010; 16: 1445-1448.
– Roengsumran S, Pata P, Ruengraweewat N, Tummatorn J, Pronpakakul S, Sangvanich P, Puthong S, Petsom A. New Cleistanthane Diterpenoids and 3,4-seco-Cleistanthane Diterpenoids from Croton oblongifolius. Chem. Nat. Compd. 2009; 45: 641-646.
Tummatorn J, Dudley GB. Ring-opening/fragmentation of Dihydropyrones for the Synthesis of Homopropargyl Alcohols. J. Am. Chem. Soc. 2008; 130: 5050-5051.
Tummatorn J, Albiniak PA, Dudley GB. Synthesis of Benzyl Esters Using 2-Benzyloxy-1 methylpyridinium Triflate. J. Org. Chem. 2007; 72: 8962-8964.
Tummatorn J, Khorphueng P, Petsom A, Muangsin N, Chaichit N, Roengsumran S. Convenient Synthetic Route to a Dehydorotenoid via Selective Intramolecular Aldol Condensation of 1,2-Diaryl Diketone. Tetrahedron 2007; 63: 11878-11885.
– Khorphueng P, Tummatorn J, Petsom A, Taylor RJK, Roengsumran S. The Total Synthesis of 6-Deoxyclitoriacetal Isolated from Stemona collinase Craib. Tetrahedron Lett. 2006; 47: 5989-5991.
– Khaokum L, Sawasdipuksa N, Khumthong N, Tummatorn J, Roengsumran S. Cardanol Polysulfide as a Vulcanizing Agent for Natural Rubber. J. Sci. Res. 2005; 30: 24-40.