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Charles F. Beam Jr.

Professor Emeritus

Phone: 843.953.5587
E-mail: beamc@cofc.edu


Dr. Charles F. Beam, Professor of Chemistry of the College of Charleston has demonstrated a superlative level of accomplishment in guiding research at the undergraduate level. His career now spans three decades in South Carolina where he is the finest exemplar of a research mentor at the undergraduate level in the state. It is for this achievement that he receives the ACS Award for Research at an Undergraduate Institution.

Dr. Beam has over 85 research publications and has made (or his students have made) over 135 professional presentations at scientific meetings. In 1990 he received the Distinguished Research Award of the College of Charleston. In 2000 he was doubly honored. First, he received the South Carolina Section of the American Chemical Society Chemist of the Year Award - the only person at an undergraduate institution ever so honored. That year he also received the Outstanding Achievement Award of the School of Sciences and Mathematics, College of Charleston. Both of these awards were given in recognition of his excellence in mentoring undergraduate students.

In 1984 he served as the President of the South Carolina Academy of Science. In 2002 he was the organizer of the Undergraduate Research Meeting in Miniature for the Southeast Regional meeting of the American Chemical Society. Both of these positions of leadership affirm the high regard in which he is held by his peers.

Most of Dr. Beam’s research projects have been in the area of strong base synthetic organic chemistry involving the preparation and use of multiple anions that have condensed selectively with a variety of electrophilic reagents which have usually been followed by cyclization of intermediates to give heterocyclic compounds which have a documented history for their potential use in medicine and agriculture. Specifically, the oximes or hydrazones [4 types] of ketones, such as substituted acetophenones, have been polylithiated with lithium diisopropylamide [LDA] , condensed with esters or carbonyl compounds, to give intermediates that were not usually isolated, but acid cyclized directly to unsymmetrical isoxazoles [or dihydroisoxaxoles] or pyrazoles [or dihydropyrazoles]. These syntheses are unequivocal and the products can be prepared in multigram quantities after recrystallization from routine solvents. The products of these reactions are excellent candidates as materials for use in additional syntheses, spectral studies, X-ray crystal structure analysis, and biological testing. Other multiple anion systems have included trilithiated acetoacetanilides, dilithiated beta-diketones dilithiated beta-ketoesters, and dilithiated ortho-toluic acids [also their amides and hydrazides]. Many of these systems have led to the preparations of new pyranones and benzopyranones [and benzothiopyranones]. Most compounds targeted and prepared are not readily accessible by other synthetic methods.

He has received over $750,000 from a variety of different sources: National Science Foundation, United States Department of Agriculture, NASA, Petroleum Research Fund, Project SEED, The American Heart Association, the Research Corporation, and Dow-Elanco. He has had thirty-five years of continuous external funding while at undergraduate institutions- a record many at Carnegie Research I Universities would envy. He has had numerous collaborations over the years, the most recent being Jason S. Overby, Shannon L. Studer-Martinez, Clyde R. Metz, Christopher W. Alexander, and Frederick J. Heldrich of the College of Charleston; William T. Pennington, N. D. Camper, and Dennis W. Smith of Clemson University, Kevin L. Schey of the Medical University of South Carolina; and Ibraheem T. Badejo of industry.

However, it is his work with undergraduate and high school students that makes Dr. Beam truly unique. Over his more than thirty-plus years in academia he has directed research activities of more than120 students (mostly undergraduate). It is widely accepted that undergraduate research is an important component of teaching. In fact, many chemists view research as the ideal method of teaching. Students work shoulder to shoulder with faculty to solve problems in creative and cooperative ways. In this endeavor, students are not merely technicians, but true scholars who are deepening their knowledge about the projects that they are working on, from attending to the smallest detail to seeing the big picture. While it is often true that the faculty member proposes the problem, the student becomes an active partner in analysis and solution of the problem - this is a vital part of the teaching process. Dr. Beam works side-by-side with his students which provides an outstanding learning environment. From teaching them the basics of synthetic methods to the use of the most sophisticated of analytical instruments, Dr. Beam shows them the way. The success that his students experience after completing their work with Dr. Beam demonstrates the quality of Dr. Beam’s tutelage as well as the quality of the science they have performed. His students have gone on to graduate studies and medical,dental, or pharmacy school at the following institutions: Case-Western Reserve University, Columbia University, Duke University, Emory University, Florida State University, Indiana University, the Medical University of South Carolina, the Massachusetts Institute of Technology, University of California at Berkeley, University of Chicago, University of Michigan, University of Oklahoma, UNC-Chapel Hill, University of Virginia, University of South Carolina, and the University of Texas at Dallas.

Dr. Charles Beam embodies the qualities of the “teacher-scholar” that faculty around the country, indeed, the world, aspire to. His research accomplishments and his students, past and, present are the concrete manifestation of his success


Education

University of Maryland
Ph.D.

City College of the City University of New York
B.S., 1963


Research Interests

Strong-base organic syntheses; Organic Polymer synthesis; Heterocyclic synthesis from isatoic anhydrides and acetylene esters; Pyrolysis.


Courses Taught

CHEM 231
CHEM 231L

CHEM 232 

CHEM 232L
CHEM 371/371L
Chemical Synthesis & Characterization
CHEM 531
Advanced Organic Chemistry


Honors and Awards

2006 American Chemical Society Award for Outstanding Undergraduate Research

Recipient of the 2003 Governor’s Award for Excellence in Science Awareness as presented by the South Carolina Academy of Science

South Carolina Section of the American Chemical Society, Outstanding South Carolina Chemist of the Year, 2000.

Elected to membership in the Honor Society of Phi Kappa Phi, College of Charleston Chapter, 1991.

Recipient of the 1990 Distinguished Research Award of the College of Charleston

School of Sciences and Mathematics, College of Charleston, Outstanding Achievement Award
[citing undergraduate research], 2000.


Publications

*Denotes undergraduate student coauthor

 

70. *J. D. Townsend, *A. R. Williams, *A. J. Angel, *A. E. Finefrock, and C. F. Beam, "Preparation of Benz[b]indeno[1,2-e]pyran-11(6H)-ones and Benz[b]indeno[1,2-e]thiopyran-11(6H)-one from Dilithiated 2-Indanone and Lithiated Methyl Salicylates and Lithiated Methyl Thiosalicylate", Synth. Commun., 2000, 30, 689.

71. C. F. Beam, *D. A. Schady, *K. L. Rose, *W. Kelley, Jr., *R. Rakkhit, *C. D. Hornsby, and Shannon L. Studer-Martinez, “The Preparation of 4,5-Dihydro-3-arylnaphth-[1,2-c]isoxazoles from dilithiated 1-Tetralone Oxime and Aromatic Esters”, Synth. Commun., 2000, 30, 3391.

72. *J. D. Townsend, *W. Kelley, Jr., *K. L. Rose, *D. A. Schady, *J. R. Downs, *H. A. Greer, *S. J. Pastine, and C. F. Beam, “The Preparation of 4,5-Dihydro-5-phenyl-5-(2-phenylethenyl)-isoxazoles, 4,5-Dihydro-5-methyl-5-(2-phenethenyl)isoxazoles, or 4,5-Dihydro-5,5-di-(2-phenylethenyl)isoxazoles from Dilithiated C(?),O-Oximes and Select ???-Unsaturated Ketones,” Synth. Commun., 2000, 30, 2175.

73. *S. J. Pastine, *W. Kelley, Jr., *J. N. Templeton III, *J. J. Bear, and C. F. Beam “The Preparation of 3-(2-Phenylethenyl)-1H-pyrazoles from Dilithiated (3E)-4-Phenyl-3-buten-2-one Hydrazones,” Synth. Commun, 2001, 31, 539.

74. *S. P. Grant, *M. C. Embree, *J. R. Downs, *J. D. Townsend, *C. D. Hornsby and C. F. Beam, “The Preparation of 4,5-Dihydro-2H-benz[g]indazoles and 4,5-Dihydro-2H-benz[e]-indazoles from dilithiated 1-Tetralone or 2-Tetralone, Carboalkoxyhydrazones and Aromatic Esters,” Indust. & Eng. Chem. Res., 2003, 42, 5721.

75. *J. R. Downs, *S. J. Pastine, *J. D. Townsend, *H. A. Greer, *W. Kelley, Jr., *D. A. Schady, C. R Metz, , *C. D. Almquist, W. T. Pennington and R. D. Bailey Walsch, and *T. A. Lentz McConaughy, and C. F. Beam, “A New Preparation of Substituted 1,2-Dihydro-3H-pyrazol-3-ones from Polylithiated Phenylacetic 2-Phenylhydrazides and Aromatic Esters”, J. Heterocycl. Chem., 2001, 38, 695.

76. *S. P. Grant, *D. R. Hurst, *T. L. Cordray, and Charles F. Beam, “Preparation of 2-Phenyl-4-(1H-pyrazol-5-yl)quinolines,” Org. Prep. & Proced. Intnl. 2001, 33, 91.

77. *J. R. Downs, *S. J. Pastine, *D. A. Schady, *H. A. Greer, *W. Kelley, Jr., *J. D. Townsend, and C. F. Beam, “ Preparation of 1H-Pyrazole-5-carboxamides from Dilithiated C(?),N-Phenylhydrazones and Lithiated Ethyl Oxanilates or Lithiated Ethyl Oxamate”, J. Heterocycl. Chem., 2001, 38, 691.

78. *M. J. Walters, *S. P. Dunn, *E. Choi, A. N. D’Elia, M. E. Warner, and C. F. Beam, “The Preparation of 5-Aryl-5-Methyl-4,5-Dihydroisoxazoles From Dilithiated C(?),O-Oximes and Select Acetyl Ketones,” Synth. Commun, 2003, 33, 4163.

79. *J. R. Downs, *S. P. Grant, *J. D. Townsend, *D. A. Schady, *S. J. Pastine, *M. C. Embree, C. R. Metz, W. T. Pennington, R. D. Bailey Walsch and C. F. Beam, “Preparation of 4-Anilino-6-aryl-2H-pyran-2-ones from Trilithiated Acetoacetanilides and Aromatic Esters,” Can. J. Chem., 2004, 82, 659.

80. *M. A. Meierhoefer *S. P. Dunn, *S. B. Lioi, *L. M. Hajiaghamohseni, , *M. J. Walters, *M.C. Embree, *S. P. Grant, *J. R. Downs, *J. D. Townsend, Clyde R. Metz, William T. Pennington, D. J. Vanderveer, C. F. Beam and N. D. Camper, “Preparation of 2-(1-Phenyl-1H-pyrazol-5-yl)benzenesulfonamides from Polylithiated C(?),N-Phenylhydrazones and Methyl 2-(Aminosulfonyl)benzoate,” J. Heterocycl. Chem., in press, 2005.

81. *S. P. Dunn, *L. M. Hajiaghamohseni, *S. B. Lioi, *M. A. Meierhoefer, *M. J. Walters and C. F. Beam “The Preparation of 3-Substituted 1,2-Benzisothiazole 1,1-Dioxides from Lithiated Intermediates or Grignard Reagents and Lithiated Methyl 2-(Aminosulfonyl)benzoate or Lithiated 1,2-Benzisothizol-3(2H)-one1,1-Dioxide,” J. Heterocycl. Chem., 2004, 41, 295.

82. *S. P. Dunn, *M. J. Walters, C. R. Metz, C. F. Beam, W. T. Pennington, and M. Krawiec,“The Preparation of Benzoisothiazolo[1,2-b][1,2]isoquinolin-11-one 1,1-Dioxides from Dilithiated ortho-Toluic Acids and Lithiated Methyl 2-(Aminosulfonyl)benzoate,” J. Heterocycl. Chem., 2004, 41, 1005.

83. J. S. Overby *E. J. Hilton, *C. R. Kramp, *B. J. Grant, *J. D. Knight, *J. H. Vella, *L. M. Hajiaghamohseni, *M. A. Meierhoefer, *S. P. Dunn, *M. J. Walters, and C. F. Beam, “Synthesis of N-H Pyrazoles and Related Compounds from Carbomethoxyhydrazones and Aromatic Esters,” in final preparation for Indust. & Eng. Chem. Res.,. in 2005.

84. *M. A. Meierhoefer, *M. J. Walters, *S. P. Dunn, *J. H. Vella, *B. J. Grant, *C. L. Sober, *N.S. Patel, *L. M. Hajiaghamohseni, *S. B. Lioi, C. R. Metz, C. F. Beam, W. T. Pennington, D. G. VanDerveer, and N. D. Camper, “The Preparation of 3-Substituted 1,2-Benzisothiazole-1,1-dioxides from the Condensation–Cyclization of Dilithiated ??Ketoesters with Methyl 2-(Aminosulfonyl)benzoate or 1,2-Benzisothiazol-3(2H)-one-1,1-dioxide,” J. Heterocycl. Chem., pending, 2005.

85. *J. H. Vella, * N. S. Patel, *M. A. Meierhoefer, *E. J. Hilton, *C. L. Sober, *B. J. Grant, C. R. Metz, C. F. Beam, W. T. Pennington, D. G. VanDerveer, and N. D. Camper, “The Preparation of 3,3a,4,5-Tetrahydroarylnaphth[1,2-c]isoxazoles from Dilithiated 1-Tetralone and Select Benzaldehydes.” J. Heterocycl. Chem., pending 2005.

86. *B. J. Grant, *C. R. Kramp, *J. D. Knight, *M. A. Meierhoefer, *J. H. Vella, *C. L. Sober, C. R. Metz, C. F. Beam, W. T. Pennington, D. J. Vanderveer, and N. D. Camper, “Preparation of 3’-Aryl spiro[1,2-benzisothiazole-3,5’(4’H)-isoxazole]-1,1-dioxides from Dilithiated C(?),O-Oximes and Methyl 2-(Aminosulfonyl)benzoate,” J. Heterocycl. Chem., pending, 2005.

87. C. R. Metz, C. F. Beam, *S. J. Pastine, and W. T. Pennington, “Synthesis and Crystal Structure Determination of 3-Phenyl-2-(2-phenylhydrazino)-4H-1-benzothiopyran-4-one,” J. Chem. Crystallog., pending, 2005.