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Olafs Daugulis

TitleProfessor
InstitutionUniversity of Houston
DepartmentChemistry
Address4800 Calhoun Rd
Houston TX 77004
Phone832-842-8180
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    Collapse Research 
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    R01GM077635     (DAUGULIS, OLAFS)Jun 5, 2007 - May 31, 2021
    NIH/NIGMS
    New Methods for Direct Carbon-Hydrogen Bond Functionalization
    Role: Principal Investigator

    Collapse Bibliographic 
    Collapse selected publications
    Publications listed below are automatically derived from MEDLINE/PubMed and other sources, which might result in incorrect or missing publications. Faculty can login to make corrections and additions.
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    1. Kocen AL, Brookhart M, Daugulis O. Palladium-catalysed alkene chain-running isomerization. Chem Commun (Camb). 2017 Sep 05; 53(72):10010-10013. PMID: 28835962.
      View in: PubMed
    2. Mesgar M, Daugulis O. Synthesis of 1,2-Bis(trifluoromethylthio)arenes via Aryne Intermediates. Org Lett. 2017 Aug 18; 19(16):4247-4250. PMID: 28753015.
      View in: PubMed
    3. Nguyen TT, Daugulis O. Palladium-catalyzed, aminoquinoline-directed arylation of phosphonamidate and phosphinic amide sp3 C-H bonds. Chem Commun (Camb). 2017 Apr 20; 53(33):4609-4611. PMID: 28394374.
      View in: PubMed
    4. Gulia N, Daugulis O. Palladium-Catalyzed Pyrazole-Directed sp3 C-H Bond Arylation for the Synthesis of ß-Phenethylamines. Angew Chem Int Ed Engl. 2017 Mar 20; 56(13):3630-3634. PMID: 28233918.
      View in: PubMed
    5. Chen Z, Liu W, Daugulis O, Brookhart M. Mechanistic Studies of Pd(II)-Catalyzed Copolymerization of Ethylene and Vinylalkoxysilanes: Evidence for a ß-Silyl Elimination Chain Transfer Mechanism. J Am Chem Soc. 2016 Dec 14; 138(49):16120-16129. PMID: 27960299.
      View in: PubMed
    6. Klimovica K, Kirschbaum K, Daugulis O. Synthesis and Properties of "Sandwich" Diimine-Coinage Metal Ethylene Complexes. Organometallics. 2016 Sep 12; 35(17):2938-2943. PMID: 27642213.
      View in: PubMed
    7. Mesgar M, Daugulis O. Silylaryl Halides Can Replace Triflates as Aryne Precursors. Org Lett. 2016 Aug 05; 18(15):3910-3. PMID: 27415183; PMCID: PMC5020908 [Available on 08/05/17].
      View in: PubMed, PubMed Central
    8. Roane J, Daugulis O. A General Method for Aminoquinoline-Directed, Copper-Catalyzed sp(2) C-H Bond Amination. J Am Chem Soc. 2016 Apr 06; 138(13):4601-7. PMID: 26990413; PMCID: PMC4829344 [Available on 04/06/17].
      View in: PubMed, PubMed Central
    9. Nguyen TT, Grigorjeva L, Daugulis O. Cobalt-Catalyzed, Aminoquinoline-Directed Functionalization of Phosphinic Amide sp2 C-H Bonds. ACS Catal. 2016 Feb 05; 6(2):551-554. PMID: 27525171.
      View in: PubMed
    10. Daugulis O, Roane J, Tran LD. Bidentate, monoanionic auxiliary-directed functionalization of carbon-hydrogen bonds. Acc Chem Res. 2015 Apr 21; 48(4):1053-64. PMID: 25756616; PMCID: PMC4406856.
      View in: PubMed, PubMed Central
    11. Grigorjeva L, Daugulis O. Cobalt-promoted dimerization of aminoquinoline benzamides. Org Lett. 2015 Mar 06; 17(5):1204-7. PMID: 25689275; PMCID: PMC4352950.
      View in: PubMed, PubMed Central
    12. Popov I, Chen TH, Belyakov S, Daugulis O, Wheeler SE, Miljanic OŠ. macrocycle embrace: encapsulation of fluoroarenes by m-phenylene ethynylene host. Chemistry. 2015 Feb 09; 21(7):2750-4. PMID: 25491319.
      View in: PubMed
    13. Chen TH, Popov I, Kaveevivitchai W, Chuang YC, Chen YS, Daugulis O, Jacobson AJ, Miljanic OŠ. Thermally robust and porous noncovalent organic framework with high affinity for fluorocarbons and CFCs. Nat Commun. 2014 Oct 13; 5:5131. PMID: 25307413.
      View in: PubMed
    14. Grigorjeva L, Daugulis O. Cobalt-catalyzed direct carbonylation of aminoquinoline benzamides. Org Lett. 2014 Sep 05; 16(17):4688-90. PMID: 25146415; PMCID: PMC4156261.
      View in: PubMed, PubMed Central
    15. Grigorjeva L, Daugulis O. Cobalt-catalyzed, aminoquinoline-directed coupling of sp(2) C-H bonds with alkenes. Org Lett. 2014 Sep 05; 16(17):4684-7. PMID: 25146300; PMCID: PMC4155791.
      View in: PubMed, PubMed Central
    16. Grigorjeva L, Daugulis O. Cobalt-catalyzed, aminoquinoline-directed C(sp²)-H bond alkenylation by alkynes. Angew Chem Int Ed Engl. 2014 Sep 15; 53(38):10209-12. PMID: 25060365; PMCID: PMC4167400.
      View in: PubMed, PubMed Central
    17. Truong T, Mesgar M, Le KK, Daugulis O. General method for functionalized polyaryl synthesis via aryne intermediates. J Am Chem Soc. 2014 Jun 18; 136(24):8568-76. PMID: 24893069; PMCID: PMC4227807.
      View in: PubMed, PubMed Central
    18. Vaidya T, Klimovica K, LaPointe AM, Keresztes I, Lobkovsky EB, Daugulis O, Coates GW. Secondary alkene insertion and precision chain-walking: a new route to semicrystalline "polyethylene" from a-olefins by combining two rare catalytic events. J Am Chem Soc. 2014 May 21; 136(20):7213-6. PMID: 24773453.
      View in: PubMed
    19. Roane J, Daugulis O. Copper-catalyzed etherification of arene C-H bonds. Org Lett. 2013 Nov 15; 15(22):5842-5. PMID: 24180517; PMCID: PMC3880618.
      View in: PubMed, PubMed Central
    20. Tran-Vu H, Daugulis O. Copper-Catalyzed Carboxylation of Aryl Iodides with Carbon Dioxide. ACS Catal. 2013 Oct 04; 3(10). PMID: 24288654.
      View in: PubMed
    21. Nadres ET, Santos GI, Shabashov D, Daugulis O. Scope and limitations of auxiliary-assisted, palladium-catalyzed arylation and alkylation of sp2 and sp3 C-H bonds. J Org Chem. 2013 Oct 04; 78(19):9689-714. PMID: 24090404; PMCID: PMC3829615.
      View in: PubMed, PubMed Central
    22. Chen TH, Popov I, Zenasni O, Daugulis O, Miljanic OŠ. Superhydrophobic perfluorinated metal-organic frameworks. Chem Commun (Camb). 2013 Aug 07; 49(61):6846-8. PMID: 23788053.
      View in: PubMed
    23. Truong T, Klimovica K, Daugulis O. Copper-catalyzed, directing group-assisted fluorination of arene and heteroarene C-H bonds. J Am Chem Soc. 2013 Jun 26; 135(25):9342-5. PMID: 23758609; PMCID: PMC3733384.
      View in: PubMed, PubMed Central
    24. Tran LD, Roane J, Daugulis O. Directed amination of non-acidic arene C-H bonds by a copper-silver catalytic system. Angew Chem Int Ed Engl. 2013 Jun 03; 52(23):6043-6. PMID: 23616241; PMCID: PMC3734806.
      View in: PubMed, PubMed Central
    25. Truong T, Daugulis O. Divergent Reaction Pathways for Phenol Arylation by Arynes: Synthesis of Helicenes and 2-Arylphenols. Chem Sci. 2013; 4:531-535. PMID: 24077102.
      View in: PubMed
    26. Truong T, Daugulis O. Direct intermolecular aniline ortho-arylation via benzyne intermediates. Org Lett. 2012 Dec 07; 14(23):5964-7. PMID: 23148679; PMCID: PMC3518720.
      View in: PubMed, PubMed Central
    27. Tran LD, Popov I, Daugulis O. Copper-promoted sulfenylation of sp2 C-H bonds. J Am Chem Soc. 2012 Nov 07; 134(44):18237-40. PMID: 23102009; PMCID: PMC3498454.
      View in: PubMed, PubMed Central
    28. Truong T, Daugulis O. Directed functionalization of C-H bonds: now also meta selective. Angew Chem Int Ed Engl. 2012 Nov 19; 51(47):11677-9. PMID: 23055241.
      View in: PubMed
    29. Do HQ, Tran-Vu H, Daugulis O. Copper-Catalyzed Homo-Dimerization of Nitronates and Enolates under Oxygen Atmosphere. Organometallics. 2012 Nov 26; 31(22):7816-7818. PMID: 23413317.
      View in: PubMed
    30. Tran LD, Daugulis O. Nonnatural amino acid synthesis by using carbon-hydrogen bond functionalization methodology. Angew Chem Int Ed Engl. 2012 May 21; 51(21):5188-91. PMID: 22499265; PMCID: PMC3375132.
      View in: PubMed, PubMed Central
    31. Nadres ET, Daugulis O. Heterocycle synthesis via direct C-H/N-H coupling. J Am Chem Soc. 2012 Jan 11; 134(1):7-10. PMID: 22206416; PMCID: PMC3257368.
      View in: PubMed, PubMed Central
    32. Do HQ, Daugulis O. A general method for copper-catalyzed arene cross-dimerization. J Am Chem Soc. 2011 Aug 31; 133(34):13577-86. PMID: 21823581; PMCID: PMC3168561.
      View in: PubMed, PubMed Central
    33. Truong T, Daugulis O. Transition-metal-free alkynylation of aryl chlorides. Org Lett. 2011 Aug 19; 13(16):4172-5. PMID: 21786825; PMCID: PMC3155656.
      View in: PubMed, PubMed Central
    34. Popov I, Lindeman S, Daugulis O. Copper-catalyzed arylation of 1H-perfluoroalkanes. J Am Chem Soc. 2011 Jun 22; 133(24):9286-9. PMID: 21627068; PMCID: PMC3122272.
      View in: PubMed, PubMed Central
    35. Truong T, Daugulis O. Base-mediated intermolecular sp2 C-H bond arylation via benzyne intermediates. J Am Chem Soc. 2011 Mar 30; 133(12):4243-5. PMID: 21384889; PMCID: PMC3065930.
      View in: PubMed, PubMed Central
    36. Nadres ET, Lazareva A, Daugulis O. Palladium-catalyzed indole, pyrrole, and furan arylation by aryl chlorides. J Org Chem. 2011 Jan 21; 76(2):471-83. PMID: 21192652; PMCID: PMC3021639.
      View in: PubMed, PubMed Central
    37. Tran LD, Daugulis O. Iron-catalyzed heterocycle and arene deprotonative alkylation. Org Lett. 2010 Oct 01; 12(19):4277-9. PMID: 20825168; PMCID: PMC2952416.
      View in: PubMed, PubMed Central
    38. Do HQ, Daugulis O. Copper-catalyzed cyanation of heterocycle carbon-hydrogen bonds. Org Lett. 2010 Jun 04; 12(11):2517-9. PMID: 20441204; PMCID: PMC2881224.
      View in: PubMed, PubMed Central
    39. Shabashov D, Daugulis O. Auxiliary-assisted palladium-catalyzed arylation and alkylation of sp2 and sp3 carbon-hydrogen bonds. J Am Chem Soc. 2010 Mar 24; 132(11):3965-72. PMID: 20175511; PMCID: PMC2841226.
      View in: PubMed, PubMed Central
    40. Truong T, Alvarado J, Tran LD, Daugulis O. Nickel, manganese, cobalt, and iron-catalyzed deprotonative arene dimerization. Org Lett. 2010 Mar 19; 12(6):1200-3. PMID: 20192197; PMCID: PMC2840611.
      View in: PubMed, PubMed Central
    41. Kreutz JE, Shukhaev A, Du W, Druskin S, Daugulis O, Ismagilov RF. Evolution of catalysts directed by genetic algorithms in a plug-based microfluidic device tested with oxidation of methane by oxygen. J Am Chem Soc. 2010 Mar 10; 132(9):3128-32. PMID: 20148558; PMCID: PMC2861856.
      View in: PubMed, PubMed Central
    42. Daugulis O. Palladium and copper catalysis in regioselective, intermolecular coupling of C-H and C-Hal bonds. Top Curr Chem. 2010; 292:57-84. PMID: 21500403.
      View in: PubMed
    43. Do HQ, Daugulis O. An aromatic Glaser-Hay reaction. J Am Chem Soc. 2009 Dec 02; 131(47):17052-3. PMID: 19899771; PMCID: PMC2791693.
      View in: PubMed, PubMed Central
    44. Popov I, Do HQ, Daugulis O. In situ generation and trapping of aryllithium and arylpotassium species by halogen, sulfur, and carbon electrophiles. J Org Chem. 2009 Nov 06; 74(21):8309-13. PMID: 19827765; PMCID: PMC2783394.
      View in: PubMed, PubMed Central
    45. Do HQ, Daugulis O. Copper-catalyzed arene C-H bond cross-coupling. Chem Commun (Camb). 2009 Nov 14; (42):6433-5. PMID: 19841800; PMCID: PMC2828042.
      View in: PubMed, PubMed Central
    46. Daugulis O, Do HQ, Shabashov D. Palladium- and copper-catalyzed arylation of carbon-hydrogen bonds. Acc Chem Res. 2009 Aug 18; 42(8):1074-86. PMID: 19552413; PMCID: PMC2846291.
      View in: PubMed, PubMed Central
    47. Do HQ, Daugulis O. A simple base-mediated halogenation of acidic sp2 C-H bonds under noncryogenic conditions. Org Lett. 2009 Jan 15; 11(2):421-3. PMID: 19102661; PMCID: PMC2635093.
      View in: PubMed, PubMed Central
    48. Do HQ, Khan RM, Daugulis O. A general method for copper-catalyzed arylation of arene C-H bonds. J Am Chem Soc. 2008 Nov 12; 130(45):15185-92. PMID: 18855471; PMCID: PMC2740489.
      View in: PubMed, PubMed Central
    49. Bajracharya GB, Daugulis O. Direct transition-metal-free intramolecular arylation of phenols. Org Lett. 2008 Oct 16; 10(20):4625-8. PMID: 18798647; PMCID: PMC2627406.
      View in: PubMed, PubMed Central
    50. Shabashov D, Maldonado JR, Daugulis O. Carbon-hydrogen bond functionalization approach for the synthesis of fluorenones and ortho-arylated benzonitriles. J Org Chem. 2008 Oct 03; 73(19):7818-21. PMID: 18763824; PMCID: PMC2627405.
      View in: PubMed, PubMed Central
    51. Do HQ, Daugulis O. Copper-catalyzed arylation and alkenylation of polyfluoroarene C-H bonds. J Am Chem Soc. 2008 Jan 30; 130(4):1128-9. PMID: 18181627; PMCID: PMC2536496.
      View in: PubMed, PubMed Central
    52. Do HQ, Daugulis O. Copper-catalyzed arylation of heterocycle C-H bonds. J Am Chem Soc. 2007 Oct 17; 129(41):12404-5. PMID: 17887762; PMCID: PMC2613793.
      View in: PubMed, PubMed Central
    53. Shabashov D, Daugulis O. Palladium-catalyzed anilide ortho-arylation and subsequent one-pot cyclization to phenanthridines. J Org Chem. 2007 Sep 28; 72(20):7720-5. PMID: 17824657.
      View in: PubMed
    54. Chiong HA, Pham QN, Daugulis O. Two methods for direct ortho-arylation of benzoic acids. J Am Chem Soc. 2007 Aug 15; 129(32):9879-84. PMID: 17649995.
      View in: PubMed
    55. Chiong HA, Daugulis O. Palladium-catalyzed arylation of electron-rich heterocycles with aryl chlorides. Org Lett. 2007 Apr 12; 9(8):1449-51. PMID: 17358073.
      View in: PubMed
    56. Lazareva A, Daugulis O. Direct palladium-catalyzed ortho-arylation of benzylamines. Org Lett. 2006 Nov 09; 8(23):5211-3. PMID: 17078680.
      View in: PubMed
    57. Shabashov D, Daugulis O. Ortho-arylation of benzamides. Org Lett. 2006 Oct 12; 8(21):4947-9. PMID: 17020343.
      View in: PubMed
    58. Zaitsev VG, Shabashov D, Daugulis O. Highly regioselective arylation of sp3 C-H bonds catalyzed by palladium acetate. J Am Chem Soc. 2005 Sep 28; 127(38):13154-5. PMID: 16173737.
      View in: PubMed
    59. Shabashov D, Daugulis O. Catalytic coupling of C-H and C-I bonds using pyridine as a directing group. Org Lett. 2005 Aug 18; 7(17):3657-9. PMID: 16092843.
      View in: PubMed
    60. Daugulis O, Zaitsev VG. Anilide ortho-arylation by using C-H activation methodology. Angew Chem Int Ed Engl. 2005 Jun 27; 44(26):4046-8. PMID: 15912550.
      View in: PubMed
    61. Zaitsev VG, Daugulis O. Catalytic coupling of haloolefins with anilides. J Am Chem Soc. 2005 Mar 30; 127(12):4156-7. PMID: 15783182.
      View in: PubMed
    62. Vedejs E, Daugulis O, Tuttle N. Desymmetrization of meso-hydrobenzoin using chiral, nucleophilic phosphine catalysts. J Org Chem. 2004 Feb 20; 69(4):1389-92. PMID: 14961701.
      View in: PubMed
    63. Vedejs E, Daugulis O, Harper LA, MacKay JA, Powell DR. A comparison of monocyclic and bicyclic phospholanes as acyl-transfer catalysts. J Org Chem. 2003 Jun 27; 68(13):5020-7. PMID: 12816454.
      View in: PubMed
    64. Vedejs E, Daugulis O. A highly enantioselective phosphabicyclooctane catalyst for the kinetic resolution of benzylic alcohols. J Am Chem Soc. 2003 Apr 09; 125(14):4166-73. PMID: 12670239.
      View in: PubMed
    65. Vedejs E, Daugulis O, Diver ST. Enantioselective Acylations Catalyzed by Chiral Phosphines. J Org Chem. 1996 Jan 26; 61(2):430-431. PMID: 11666951.
      View in: PubMed
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