Affiliation | Laboratory of Medicinal Chemistry |
Office | R614B Chemistry Research Building |
Laboratory | R619 Chemistry Research Building |
Telephone | +662-553-8555 Ext. 8812 (Lab) |
Fax | +662-553-8545 |
E-mail |  |
2002 | B.Sc. (Chemistry) | Burapha University, Thailand |
2004 | M.Sc. (Organic Chemistry) | Chulalongkorn University, Thailand |
2008 | Ph.D. (Organic Chemistry) | Chulalongkorn University, Thailand |
2009-2011 | Postdoctoral Training | Florida State University, USA |
We are interested in the rearrangement reaction of azide derivatives and its application to natural product synthesis.
Rodphon, W.; Thongsornkleeb, C.; Tummatorn, J.;* Ruchirawat, S. Synthesis of 4‐Acylchromene via Highly Chemoselective Iodine‐Catalyzed Cyclization of Alkynylarylether Dimethylacetals. Chem. Asian J. 2020, 15, 3475-3486. Full Text
Akkachairin, B.; Rodphon, W.; Reamtong, O.; Mungthin, M.; Tummatorn, J.;* Thongsornkleeb, C.; Ruchirawat, S. Synthesis of neocryptolepines and carbocycle-fused quinolines and evaluation of their anticancer and antiplasmodial activities. Bioorg. Chem. 2020, 98, 103732. Full Text
Norseeda, K.; Chaisan, N.; Thongsornkleeb, C.;* Tummatorn, J.; Ruchirawat, S. Metal-Free Synthesis of 4-Chloroisocoumarins by TMSCl-Catalyzed NCS-Induced Chlorinative Annulation of 2-Alkynylaryloate Esters. J. Org. Chem. 2019, 84, 16222-16236. Full Text
Laohapaisan, P.; Chuangsoongnern, P.; Tummatorn, J.;* Thongsornkleeb, C.; Ruchirawat, S. Divergent Synthesis of 3-Hydroxyfluorene and 4-Azafluorene Derivatives from ortho-Alkynylarylketones. J. Org. Chem. 2019, 84, 14451-14460. Full Text (Selected as an issue's cover)
Rujimongkon, K.; Mungthin, M; Tummatorn, J.; Ampawong, S.; Adisakwattana, P.; Boonyuen, U.; Reamtong, O.* Proteomic analysis of Plasmodium falciparum response to isocryptolepine derivative. PLOS ONE 2019, 14(8): e0220871. https://doi.org/10.1371/journal.pone.0220871 Full Text
Tummatorn, J.;* Punjajom, K.; Rodphon, W.; Ruengsangtongkul, S.; Chaisan, N.; Lumyong, K.; Thongsornkleeb, C.; Nimnual, P.; Ruchirawat, S. Chemoselective Synthesis of 1,1-Disubstituted Vinyl Triflates from Terminal Alkynes Using TfOH in the Presence of TMSN3. Org. Lett. 2019, 21, 4694-4697. Full Text
Nimnual, P.; Tummatorn, J.;* Boekfa, B.; Thongsornkleeb, C.; Ruchirawat, S.; Piyachat, P.; Punjajom, K. Construction of 5-Aminotetrazoles via in Situ Generation of Carbodiimidium Ions from Ketones Promoted by TMSN3/TfOH. J. Org. Chem. 2019, 84, 5603-5613. Full Text
Ruengsangtongkul, S.; Chaisan, N.; Thongsornkleeb, C.;* Tummatorn, J.; Ruchirawat, S. Rate Enhancement in CAN-Promoted Pd(PPh3)2Cl2-Catalyzed Oxidative Cyclization: Synthesis of 2-Ketofuran-4-carboxylate Esters. Org. Lett. 2019, 21, 2514-2517. Full Text (Selected as an issue's cover)
Supantanapong, N.; Chuangsoongnern, P.; Tummatorn, J.;* Thongsornkleeb, C.; Ruchirawat, S. One-pot sequential synthesis of 3-carbonyl-4-arylbenzo[f]indole and 3-carbonyl-4-arylnaphthofuran fluorophores. Org. Chem. Front. 2019, 6, 1340-1355. Full Text (Selected as the issue's front cover)
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. 2018, 83, 11254-11268. Full Text (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. 2018, 7, 932-945. Full Text
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. Full Text
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. Full Text
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. Full Text
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. Full Text
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. Full Text
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. Full Text
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. Full Text
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. Full Text
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. Med. 2015, 94, 56-62. Full Text
Tummatorn, J.;* Thongsornkleeb, C.; Ruchirawat, S.; Thongaram, P.; Kaewmee, B. Convenient and Direct Azidation of sec-Benzyl Alcohols by Trimethylsilyl Azide with Bismuth(III) Triflate Catalyst. Synthesis 2015, 47, 323–329. Full Text
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. Full Text
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. Full Text
Tummatorn, J.;* Gleeson, M. P.; Krajangsri, S.; Thongsornkleeb, C.; Ruchirawat, S. ZrCl 4-promoted facile synthesis of indole derivatives. RSC Adv. 2014, 4, 20048-20052. Full Text
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. Full Text
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. Full Text
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. Full Text
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 GB.* 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.* 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.

Ms. Bhornrawin Akkachairin
Ph.D. Student (2015-Present) | 
Ms. Pavitra Laohapaisan
Ph.D. Student (2016-Present) | 
Ms. Warabhorn Rodphon
Ph.D. Student (2017-Present) | 
Ms. Kanokwan Jaithum
M.Sc. Student (2018-Present) | 
Ms. Nitwaree Palavong
M.Sc. Student (2019-Present) |

Ms. Suttida Rinkam
Research Assistant (2019-Present) |

Ms. Pennapa Chuangsoongnern
Research Assistant (2015-2019) |

Mr. Phongprapan Nimnual
Ph.D. Student (2014-2019) |

Dr. Wilailak Kaewsri
Ph.D. Student (2013-2018) | 
Mr. Krissada Norseeda
Ph.D. Student (2014-2019) |

Ms. Nantamon Supantanapong
M.Sc. Student (2016-Present) |

Ms. Tapanee Maibunkaew
M.Sc. Student (2012-2014) | 
Mr. Pasuk Aroonkit
M.Sc. Student (2012-2014) | 
Mr. Piyapratch Poonsilp
M.Sc. Student (2012-2014) |
Congratulations to Dr. Wilailak Kaewsri on completing her Ph.D. on June 11, 2018 !!!
Congratulations to Dr. Krissada Norseeda on completing his Ph.D. on March 28, 2019 !!!
Congratulations to Dr. Phongprapan Nimnual on completing his Ph.D. on July 26, 2019 !!!
|
|
|
|