Title: Associate Professor, Organic Chemistry
Postdoctoral Fellow, UCLA (1985-1987)
Ph.D., Princeton University (1986)
B.S., Texas Christian University (1980)
Synthetic methods, synthesis of biologically active
compounds, synthesis of analytical reagents
our research interests span several topics, the theme common to them all is the
development of new methodology in organic synthesis (that is, designing new
reagents and new synthetic pathways for creating compounds of interest) with an
emphasis on practicality. One current area of research is the development of
new routes to compounds known as b-carbolines. Many b-carbolines possess significant
biological activity, and so are of interest to the pharmaceutical
industry. We are seeking to develop
quick and efficient methods of preparing them from the readily available
starting material known as indole.
area of interest is the synthesis of quinones and their dimeric analogues known
as diquinones, both of which can be made by oxidation of electron-rich aromatic
compounds. We are seeking to develop
methods to selectively produce either quinones or the corresponding diquinones
from the same starting materials. We
also are investigating elaboration of such molecules into more highly
substituted analogues which may possess biological activity.
projects have an analytical "flavor" to them. For example, we
are involved in the development of reagents for determining the enantiomeric
excess of chiral amines (and also alcohols) via NMR. We are also seeking
to develop improved methods of titrating moisture-sensitive reagents (determining
their concentrations when in solution).
In all cases, we are looking to develop something that is practical and
easy to use.
1. Brian E. Love and Prasad S. Raje,
“Preparation of 1-Aryl-b-carbolines,”
Journal of Organic Chemistry, 1994, 59, 3219.
3. Brian E. Love, "Synthesis of b-Carbolines. A Review," Organic Preparations and Procedures
International, 1996, 28, 1-64.
4. Brian E. Love and Edward G. Jones, "The
Use of Salicylaldehyde Phenylhydrazone as an Indicator for the Titration of
Organometallic Reagents," Journal of
Organic Chemistry, 1999, 64, 3755-56.
Brian E. Love, “Synthesis of Carbolines Possessing Antitumor Activity,” Topics in Heterocyclic Chemistry, 2006, 93-128.
Brian E. Love Jeffrey Bonner-Stewart and Lori A. Forrest, "Improved
Synthesis of Diquinones," Synlett,
Brian E. Love Jeffrey Bonner-Stewart and Lori A. Forrest, "An
Efficient Synthesis of Oosporein," Tetrahedron
Lett., 2009, 50, 5050-5052.
8. Brian E. Love, Brian C. Duffy and Alexander
L. Simmons, “Effects of Reaction Conditions on Quinone/Diquinone Product Ratios
in the Oxidation of 1,4-Dimethoxybenzene Derivatives with Ceric Ammonium
Nitrate," Tetrahedron Lett., 2014, 55, 1994-1997.
9. Brian E. Love and Brian C. Duffy, “A ‘One-Pot’ Synthesis of Blattellaquinone,” The Chemical Educator, 2014, 19, 287-288. (DOI: 10.1333/s00897142576a)
Brian E. Love, "Isolation and Synthesis of Polyoxygenated
Dibenzofurans Possessing Biological Activity," European Journal of Medicinal Chemistry, 2015, 97, 377-387.
11. Brian E. Love and Alexander L. Simmons,
“Substituent effects in the oxidation of 2-alkyl-1,4-dialkoxybenzenes with
ceric ammonium nitrate," Tetrahedron
Lett., 2016, 57, 5712-5715.
James Wynne (1996) "New Synthetic Approaches to b-Carbolines"
Darrell Campanella (1997) "New Reagents for Kinetic
Resolution of Alcohols"
Shawn Bartley (1997)"The
Attempted Synthesis of Benzofuro[2,3-c]pyridines"
Jeff Rorer (1998) "Synthesis of N-Tosyl Imines"
Chip Al-Hashimi (2001) "Potential Pathways to b-Carbolines"
Nicole Morris (2002) "Attempted
Syntheses of Chiral Primary Amines and New Reagents for Determining Their
Rob Bills (2002) "Synthesis and Enantiomeric Excess
Determination of 1,1'-Bi-2-naphthol (BINOL)"
Brian Duffy (2012) "Solvent and Solubility Effects on
Lauren (Phillips) Martin (2012) “The
Development of New Symmetric Derivatizing Agents to be used in the Determination of Enantiomeric Excess
of Primary Amines”
Ethan Chiappisi (2015) “Melamine Detection: Past, Present and Developing Processes”
Simmons (2016) “Quinone Formation via
Ceric Ammonium Nitrate Oxidations of 2-Alkyl-1,4-dialkoxybenzenes”
Kareen Blue (2017) “The Synthesis of b-Carbolines with Heteroaromatic Rings
at the 1 and 3 Position”
Alarco (2018) “Investigation of
Coordinating Group Effects on the Oxidation of 1,4-Dimethoxybenzene Derivatives