Publications

HAMILTON PUBLICATIONS

Hamilton undergraduate student co-authors are bolded

20. Merklin, J. C.; Sinardo, B. A. Room temperature nucleophilic aromatic substitution of 2-halopyridinium ketene hemiaminals with sulfur nucleophiles. ChemRxiv 2024, DOI:

19. Bote, I. C.; Krevlin, Z. A.; Crespo, M. C. F.; Udomphan, S.; Levin, C. T.; Lam. C. C.; Glanzer, A. M.; Hutchinson, H. L.; Blades, A. M.; McConnell, D. L.; Lin, C.; Frank, J. P.; Strutton, W. R.; Merklin, J. C.; Sinardo, B. A.; Gueye, K. J.; Leiman, K. V.; Thayaparan, A.; Adade, J. K. A.; Martinez, N. L.; Kramer, W. W.; Majireck, M. M. Bench-Stable 2-Halopyridinium Ketene Hemiaminals as Reagents for the Synthesis of 2-Aminopyridine Derivatives. Org. Lett. 2024, DOI: 10.1021/acs.orglett.4c02915.

18. Frank, J. P.; Strutton, W. R.; Adade, J. K. A.; Majireck, M. M. Preparation of 2-Chloro-1-(1-ethoxyvinyl)pyridinium Triflate. Org. Synth. 2024, 101, 242-257.

17. Krevlin, Z. A.; Bote, I. C.; Crespo, M. C. F.; Lam, C.; McMillen, C. D.; Majireck, M. M. Synthesis and crystal structure of a bench-stable pyridinium ketene hemiaminal, 1-(1-ethoxyvinyl)-2-(methyl(phenyl)amino)pyridin-1-ium trifluoromethanesulfonate. Acta Cryst. E 2023, E79, 689-701.

16. McConnell, D. L.; Blades, A. M.; Rodrigues, D. G.; Keyes, P. V.; Sonberg, J. C.; Anthony, C. E.; Rachad, S.; Simone, O. M.; Sullivan, C. F.; Shapiro, J. D.; Williams, C. C.; Schafer, B. C.; Glanzer, A. G.; Hutchinson, H. H.; Thayaparan, A. T.; Krevlin, Z. A.; Bote, I. C.; Haffaray, Y. A.; Bhandari, S.; Goodman, J. A.; Majireck, M. M. Synthesis of Bench-stable N-Quaternized Ketene N,O-Acetals and Preliminary Evaluation as Reagents in Organic Synthesis. J. Org. Chem. 2021, 86, 13025-13040. 

15. Parry, C. S.; Grossman, M. D.; Thomas, A.; Majireck M. M.; Reinheimer, E. W.; Kriley, C. E. Alternative Synthesis and Structural Analysis of the Antioxidant and Antitumor Agent 2-(3,5-Dimethoxyphenyl)-2,3-dihydroquinolin-4(1H)-one. J. Chem. Crystallograph. 2022, 55, 122-129.

14. Majireck, M. M.; Bennett, J. M. 1,2-Oxazines and their Benzo Derivatives. In: Comprehensive Heterocyclic Chemistry IV. Weinreb, S.M. (Ed.) Elsevier, 2022, Volume 8, 2022, pp. 283-415.

13. Rajamani, S.; Lee, L.; Smith, E.; Majireck, M.; Mohan, R. Modulation of Bacterial Quorum Sensing by Eukaryotes. In: Implication of Quorum Sensing and Biofilm Formation in Medicine, Agriculture and Food Industry. Bramhachari P. (Ed.) Springer: Singapore, 2019; pp 39-56.

12. Shapiro, J. D.; Sonberg, J. C.; Schafer, B. C.; Williams, C. C.; Ferris, H. R.; Reinheimer, E. W.; Van Wynsberghe, A. W.; Kriley, C. E.; Majireck, M. M. Synthesis, characterization, and computational modeling of N-(1-ethoxyvinyl)pyridinium triflates, an unusual class of pyridinium salt. Molecules, 2018, 23, 412. [Open Access]

11. Bennett, J. M.; Shapiro, J. D.; Choinski, K. N.; Mei, Y.; Aulita, S. M.; Dominguez, G. M.; Majireck, M. M. Preparation of N-(2-alkoxyvinyl)sulfonamides from N-tosyl-1,2,3-triazoles and subsequent conversion to substituted phthalans and phenethylamines. J. Vis. Exp. 2018, 131, e56848. [Invited Article]

10. Bennett, J. M.; Shapiro, J. D.; Choinski, K. N.; Mei, Y.; Aulita, S. M.; Reinheimer, E. W.; Majireck, M. M. Synthesis of phthalan and phenethylamine derivatives via addition of alcohols to rhodium(II)-azavinyl carbenoids. Tetrahedron Lett. 2017, 58, 1117.

UNDERGRADUATE / GRADUATE / POSTDOCTORAL PUBLICATIONS

9. Chattopadhyay, S.; Stewart, A. L.; Mukherjee, S.; Huang, C.; Hartwell, K. A.; Miller, P. G.; Subramanian, R.; Carmody, L.; Yusuf, R. Z.; Sykes, D. B.; Paulk, J.; Vetere, A.; Vallet, S.; Santo, L.; Cirstea, D.; Hideshima, T.; Dancik, V.; Majireck, M. M.; Hussain, M. M.; Singh, S.; Quiroz, R.; Iaconelli, J.; Karmacharya, R.; Tolliday, N. J.; Clemons, P. A.; Kapoor, T. M.; Moore, M. A. S.; Stern, A. M.; Shamji, A. F.; Ebert, B. L.; Golub, T. R.; Raje, N. S.; Scadden, D. T.; Schreiber, S. L. Niche-Based Screening in Multiple Myeloma Identifies a Novel Kinesin-5 Inhibitor with Improved Selectivity over Hematopoietic Progenitors. Cell Reports, 2015, 10,  755.

8. Feng, Y.; Majireck, M. M.; Weinreb, S. M. Total Syntheses of the Monoterpene Indole Alkaloids (±)-Alstilobanine A and E and (±)-Angustilodine. J. Org. Chem. 2014, 79, 7. [Featured Article]

7. Feng, Y.; Majireck, M. M.; Weinreb, S. M. Total Synthesis of the Unusual Monoterpenoid Indole Alkaloid (±)-Alstilobanine A. Angew. Chem. Int. Ed. 2012, 51, 12846; Angew. Chem. 2012, 124, 13018.

6. Chauhan, P. S.; Majireck, M. M.; Weinreb, S. M. Regioselective alpha-monochlorination of N-protected-3-piperidones. Heterocycles 2011, 84, 577. [Invited Article]

5. Majireck, M. M.; Witek, J. A.; Weinreb, S. M.  An expedient reductive method for conversion of ketoximes to the corresponding carbonyl compounds. Tetrahedron Lett. 2010, 51, 3555.

4. Li, P.; Majireck, M. M.; Witek, J. A.; Weinreb, S. M.  Efficient methodology for alkylation of vinylnitroso compounds with carbon nucleophiles. Tetrahedron Lett. 2010, 51, 2032.

3. Li, P.; Majireck, M. M.; Korboukh, I.; Weinreb, S. M.  A mild, efficient method for the oxidation of alpha-diazo-beta-hydroxyesters to alpha-diazo-beta-ketoesters. Tetrahedron Lett. 2008, 49, 3162.

2. Majireck, M. M.; Weinreb, S. M.   A study of the scope and regioselectivity of the ruthenium-catalyzed [3 + 2]-cycloaddition of azides with internal alkynes. J. Org. Chem. 2006, 71, 8680.

1. Kriley, C. E.; Majireck, M. M.; Tobolewski, J. M.; Kelvington, L. E.; Cummings, S. H.; Hershberger, S. J.; Link, J. D.; Silverio, A. L.; Fanwick, P. E.; Rothwell, I. P.  Synthesis and characterization of two novel cobalt (II) phosphine complexes: crystal structures of [CoCl3(Cy2PCH2PCy2H)] and [Co(NO3)2(Cy2PCH2PCy2O)]. Cy = cyclohexyl, C6H11.  Inorg. Chim. Acta  2005, 358,  57.

HAMILTON CONFERENCE PRESENTATIONS

Current and former Hamilton student co-authors are bolded. *Indicates Presenter

27. Bote, I. C.; Krevlin, Z. K.; Crespo, M. C. C.*; Lam, C. A.*; Glanzer, A. M.; Hutchinson, H. L. Blades, A. M.; McConnell, D. M.; Lin, C.; Leiman, K. V.; Thayaparan, A.; Geuye, K. J.; Majireck, M. M. “Development of a new pyridinium salt reagent for simple mix-and-stir synthesis of biologically active 2-aminopyridines.” Annual Biomedical Research Conference for Minoritized Scientists, 2022, Anaheim, CA. (Poster)

26. Rahman, R.*; Chase, K.*; Ha, K.; Jaffer, F. A.; Majireck, M. M.; McCarthy, J. R. “Studies toward the synthesis of cardioactive small-molecules and peptides.” NY6 Upstate New York Undergraduate Research Conference, 2022, Hamilton, NY. (Poster)

25. Frank, J.*; Strutton, W.*; Majireck, M. M. “N-(1-Ethoxyvinyl)pyridinium triflates as reagents in cycloadditions and substitution reactions.” NY6 Upstate New York Undergraduate Research Conference, 2022, Hamilton, NY. (Poster)

24. Bote, I. C.; Krevlin, Z. K.; Crespo, M. C. C.*; Lam, C. A.*; Glanzer, A. M.; Hutchinson, H. L. Blades, A. M.; McConnell, D. M.; Lin, C.; Leiman, K. V.; Thayaparan, A.; Majireck, M. M. “Bench-stable 2-halopyridinium ketene hemiaminals - new reagents for simple synthesis of bioactive 2-aminopyridines.” Southeastern Regional Meeting of the American Chemical Society, 2022, San Jan, PR. (Poster)

23. Majireck, M. M.* “Organic Synthesis Toward Small-Molecule Probes and Drugs – Case Studies from a Predominantly Undergraduate Institution” Seminar, 2022, Masonic Medical Research Institute, Utica, NY (Oral).

22. Majireck, M. M.* "Unusual functional groups as fertile grounds for discoveries in chemical synthesis and drug discovery" Seminar, 2022, Union College, Schenectady, NY. (Oral).

21. Majireck, M. M.* “Pyridinium Ketene Hemiaminals – An Emerging Class of Reagents for Organic Synthesis” Florida Heterocycles and Synthetic Chemistry Conference, 2022, Gainesville, FL. (Oral)

20. Majireck, M. M.* “Bench-stable N-quaternized ketene N,O-acetals – an underexplored class of reagents for organic synthesis” American Chemical Society National Meeting, 2022, San Diego, FL. (Oral)

19. McConnell, D.*; Gomes Rodrigues, D.*; Blades, A. M.*; Anthony, C. E.; Sonberg, J. C.; Keyes, P. V.*; Rachad, S.; Williams, C. C.; Simone, O. M.; Majireck, M. M. “Friedel-Crafts acylations with unusual bench-stable N-quaternized ketene-N,O-acetals” American Chemical Society National Meeting, 2019, Orlando, FL. (Poster)

18. Kassim, A.*; Espindola Gomez, C.; Majireck, M. “Synthesis and Antimicrobial Evaluation of Lorneic Acids.” NY6 Upstate New York Undergraduate Research Conference, 2018, Canton, NY. (Poster)

17.  Dominguez, G. M.*; Morshead, M. L.*; Shapiro, J. D.; Lyndaker, C. P.; Majireck, M. M. “Synthesis and antimicrobial evaluation of 3-hydroxy-2-oxindole natural products and derivatives.” American Chemical Society National Meeting, 2018, New Orleans, LA. (Poster)

16.  Blades, A. B.*; McConnell, D. L.*; Sonberg, J. C.*; Gomes Rodrigues, D.; Keyes, P. V.; Sullivan, C. F.; Simone, O. M.; Shapiro, J. D.; Schafer, B. C.; Williams, C. C.; Rachad, S.; Anthony, C. E.; Goodman, J. A., Majireck, M. M. “Direct synthesis of N-(1-alkoxyvinyl)ammonium salts, an unusual class of N-quaternized ketene N,O-acetals.” American Chemical Society National Meeting, 2018, New Orleans, LA. (Poster)

15.  Blades, A. B.*; Keyes, P. V.*; McConnell, D. L.*; Gomes Rodrigues, D.; Simone, O. M.; Sullivan, C. F.; Majireck, M. M. “Use of N-(1-alkoxyvinyl)pyridinium salts in organic synthesis.”  NY6 Upstate New York Undergraduate Research Conference, 2017, Saratoga Springs, NY. (Poster)

14.  Blades, A. B.; Keyes, P. V.; McConnell, D. L.; Gomes Rodrigues, D.*; Simone, O. M.*; Sullivan, C. F.*; Majireck, M. M. “Direct synthesis of N-(1-alkoxyvinyl)pyridinium salts, a novel class of N-quaternized ketene N,O-acetals.”  NY6 Upstate New York Undergraduate Research Conference, 2017, Saratoga Springs, NY. (Poster)

13. Dominguez, G. M.*; Morshead, M. L.*; Majireck, M. M. “Synthesis and antimicrobial evaluation of 3-hydroxy-2-oxindoles.”  NY6 Upstate New York Undergraduate Research Conference, 2017, Saratoga Springs, NY. (Poster)

12.  Lee, L.*; Herrick, J.*; Keyes, P.; Gomes Rodrigues, D., Simone, O.; Blades, A.; McConnell, D.; Sullivan, C.; Pelkey, E.; Majireck, M.; Mohan, R. “Chemical biology approach for the identification of novel compounds promoting plant disease resistance.” NY6 Upstate New York Undergraduate Research Conference, 2016, Saratoga Springs, NY. (Poster)

11.  Shapiro, J. D.; Sonberg, J. C.; Ferris, H. R.; Williams, C. C.; Kriley, C. E.; Reinheimer, E. W.; Majireck, M. M. “Synthesis of N-(1-alkoxy)vinyl pyridinium salts and preliminary investigation of their utility in organic synthesis.” American Chemical Society National Meeting, 2017, San Francisco, CA. (Poster)

10.  Williams, C. W.*; Schafer, B. C.*; Wesley, B. K.; Kaplan, A. B.; Cleary, E. E.; Allen, K. E.; Betrus, A. B.; Majireck M. M. “An investigation of transannular epoxide-opening toward bioactive pyrrolizidine alkaloids” American Chemical Society National Meeting, 2017, San Francisco, CA. (Poster)

9.  Tharnish, E.*; Parry, C.; Thomas, A.; Grossmann, M.; Kriley, C.; Majireck, M.; Reinheimer, E. “Synthesis and structural analysis of a novel quercetin antioxidant and antitumor agent: Antitumor activity on mouse T2A and T3PA cancer cells.” American Chemical Society National Meeting, 2017, San Francisco, CA. (Poster)

8.  Majireck, M. M. * "New chemical reactions for the synthesis of valuable heterocycles". Seminar, 2016, Hobart and William Smith Colleges, Geneva, NY. (Oral).

7.  Williams, C. W.*; Betrus, A. M.*; Wesley, B. K.; Majireck, M. M. “Transannular Hydroamination as a General Strategy Toward Izidine Alkaloids.”  NY6 Upstate New York Undergraduate Research Conference, 2016, Clinton, NY. (Poster)

6.  Sonberg, J. C.*; Majireck, M. M. “Exploration of Pyridinium Triflates in [4+2] Cycloadditions” NY6 Upstate New York Undergraduate Research Conference, 2016, Clinton, NY. (Poster)

5.  Shapiro, J. D.; Bennett, J. M.; Majireck, M. M. “Direct access to uniquely substituted phenethylamines via Rh(II)-catalyzed decomposition/annulation of N-sulfonyl-1,2,3-triazoles.” NY6 Upstate New York Undergraduate Research Conference, 2016, Clinton, NY. (Poster)

4.  Bennett, J. M.*; Choinski, K. N.*; Aulita, S. M.; Shapiro, J. D.; Mei, Y.; Majireck, M. M. “Intramolecular cyclizations of alcohols with rhodium(II) azavinyl carbenoids generated in situ from N-sulfonyl-1,2,3-triazole intermediates.” American Chemical Society National Meeting, 2015, Boston, MA. (Poster).

3.  Cleary, E. E.*; Allen, K. E.*; Weinert-Stein, K. E.; Kaplan, A. B.; Williams, C. C.*; Schafer, B. C.*; Wesley, B. K.*; Whiting, C. J.; Majireck, M. M. “Toward the development of a general transannular hydroamination strategy for the synthesis of pyrrolizidine and indolizidine alkaloids.” American Chemical Society National Meeting, 2015, Boston, MA. (Poster).

2.  Motta, A. J.*; Kriley, J. P.; Majireck, M.; Nogan, S.; Jensen, A.; Haskins, C.; Lehman, A.; Haley, C.; Groeneman, R. H.; Kriley, C. E. “Synthesis and characterization of Ni2Cl4(µ-dmpm)2·CH2Cl2, and [NiCl(µ -dmpm)2]Cl, and [NiCl2(µ -dmpm)2]: Crystal structures of Ni2Cl4(µ-dmpm)2·CH2Cl2;NiCl(µ -bdmpm)2]Cl.3H2O; and [NiCl2(µ -dmpm)2]. dmpm = bis(dimethylphosphino)methane.” American Chemical Society National Meeting, 2014, Dallas, TX. (Poster).

1. Majireck, M. M.* “New Strategies for the Synthesis of Neuroactive Small Molecules” Sigma Xi Meeting, Hamilton College, 2013, Clinton, NY. (Oral)

HAMILTON RESEARCH FUNDING

External Research: National Science Foundation (#2155127), American Heart Association, Organic Syntheses, Inc., Sigma Xi, New York Six

Hamilton College - Research: Dean of Faculty, The Edward & Virginia Taylor Fund, Kirkland Endowment, Clare Boothe Luce

Hamilton College - Teaching: Dean of Faculty, Levitt Center, Howard Hughes Medical Institute, Class of 1963, Christian-Johnson Fund