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Professor Ray C F Jones
Professor of Organic and Biological Chemistry
M.A., Ph.D. (Cambridge)
Telephone: +44(0)1509-222557
Fax: +44(0)1509 223926
Email: r.c.f.jones@lboro.ac.uk
Personal
Ray Jones was an undergraduate at Cambridge (1967-70) and then completed
a PhD (1970-73) in the field of alkaloid biosynthesis under the supervision
of Professor Sir Alan Battersby. After a postdoctoral year as an ICI Fellow
with Professor Albert Eschenmoser at ETH in Zurich, he started his academic
career at University of Nottingham in 1974. As well as his developing
own research in heterocyclic and natural product chemistry, he had collaborations
with Professor Leslie Crombie. He moved in 1995 to the Chair of Organic
Chemistry at The Open University, where he was also Head of Department.
In 2000 he moved to his present position at Loughborough University.
External Activities
Ray Jones is Immediate Past-President of the Organic Division of Royal Society of Chemistry (RSC) and is leading its project to foster collaborations with Indian chemists. He is a member of RSC Council and of RSC Awards, Conferences and Travel Committee, and a committee member of the Fine Chemicals Group of the Society for Chemical Industry. He is a member of the EPSRC Peer Review College, and has been Chair of Heads of Chemistry UK and a member of the Chemistry Benchmarking Group. He is involved with the HEFCE-RSC projects Chemistry: the Next Generation and Chemistry for our Future, and the HEFCE-OU Collaborative Models project. He is a member of the Organising Committee for IUPAC Congress 2009 in Glasgow.
Research Interests
- Synthesis and methodology towards natural products and analogues,
with emphasis on those biogenetically derived from amino-acids. Many
of these compounds show biological activity. Current work is based around
the cyclic tricarbonyl metabolites (acyltetramic acids and acylpyridones,
coleophomones) using isoxazole building blocks.
- New stereospecific approaches to natural and unnatural products containing
the piperidine and pyrrolidine sub-units are under development. A current
important focus of these synthetic studies is cycloaddition reactions,
both 1,3 dipolar and Diels-Alder.
- New synthetic methods for carbon-carbon bond formation (with heterocyclic
synthons) and medium-ring heterocycle construction (by ring expansion).
- Synthesis and chemistry of nitrogen-containing saturated heterocyclic
systems with potential biological activity, for example as cholinergic
agonists or adrenoceptor antagonists.
- The use of heterocycles as new amide bond isosteres in peptide mimics.
This overlaps with our dipolar cycloaddition work, and with an interest
in unusual modified peptides, e.g in siderophores such as the pyoverdins,
where oxidative cyclisation of amidines is observed.
- The design and synthesis of novel amino-acids with functional side-chains
such as heterocycles, including the nucleic acid purines and pyrimidines
as potential monomers for new peptide-nucleic acids (PNAs).
Selected Publications:
The following recent publications are indicative of current projects.
For a full listing since 2000, use the link at the foot of this page:
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* A Second-Generation Cycloaddition Route to 3-Acyl-4-hydroxypyridin-2-ones',
R.C.F. Jones, C.E. Dawson, M.J. O'Mahony and P. Patel, Tetrahedron Lett.,
1999, 40, 4085-4088.
* A Second-Generation Cycloaddition Route to 5-Substituted 3-Acyltetramic
Acids', R.C.F. Jones, C.E. Dawson and M.J. O'Mahony, Synlett, 1999, 873-876.
* A New 3-Ethoxycarbonylisoxazolopyridone as a Precursor to Acylpyridones’,
R.C.F. Jones and K.A.M. Duller, ARKIVOC, 2002, part viii, 34-39
* Pyrroloisoxazoles as a Building Block for 3-Enoyltetramic Acids, R.C.F.
Jones and T.A. Pillainayagam, Synlett, 2004, 2815-2817.
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* A Rapid Assembly of Homochiral 2,3,4-Trisubstituted Pyrrolidines', R.C.F.
Jones, K.J. Howard and J.S. Snaith, Tetrahedron Lett., 1997, 38, 1647-1650.
* Annulation of Dihydroimidazoles: a 1,3-Dipolar Cycloaddition Route to
Pyrrolo[1,2-a]imidazoles, Pyrrolidines and Pyrroles', R.C.F. Jones, K.J.
Howard, J.R. Nichols and J.S. Snaith, J. Chem. Soc., Perkin Trans. 1,
1998, 2061-2072.
* A Chiral Imidazoline Nitrone: A Cycloaddition Route to Imidazoisoxazoles
and Pyrroloimidazoles', R.C.F. Jones, J.N. Martin and P. Smith, Synlett,
2000, 967-970.
* Synthesis of ene-1,1-diamines and pyrrolo[1,2-a]imidazolediones by 4,5-dihydroimidazole
N-oxide cycloaddition and isoxazoline ring opening', R.C.F. Jones, J.N.
Martin, P. Smith, T. Gelbrich, M.E. Light and M.B. Hursthouse, J. Chem
Soc., Chem. Commun., 2000, 1949-1950.
* Intramolecular 1,3-dipolar cycloadditions of dihydroimidazolinium ylides:
synthesis of pyrrolo[1,2,3-de]quinoxalines and imidazo[1,2-a]indoles’,
P.M.J. Lory, R.C.F. Jones, J.N. Iley, S.J. Coles and M.B. Hursthouse,
Org. Biomol. Chem., 2006, 4, 3155-3165.
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* A New Protocol for the Synthesis of N(1)-Unsubstituted 2-Substituted
2-Imidazolines', R.C.F. Jones and P. Dimopoulos, Tetrahedron, 2000, 56,
2061-2074.
* Synthesis of imidazo[1,2-a]pyridines from unactivated 2-alkyl-4,5-dihydroimidazoles
through conjugate N-addition', R.C.F. Jones, P. Dimopoulos, S.C. Coles,
M.E. Light and M.B. Hursthouse, J. Chem. Soc., Perkin Trans. 1, 2000,
1949-1950.
* Solid Phase Synthesis of Substituted 2-Aminomethylbenzimidazoles', J.P.
Kilburn, J. Lau and R.C.F. Jones, Tetrahedron Lett., 2000, 41, 5419-5421.
* Synthesis of Some New 2-Heterosubstituted 4,5-Dihydroimidazoles’,
R.C.F. Jones, J.N. Iley and P.M.J. Lory, ARKIVOC, 2002, part vi, 153-164
* A New Chiral Heterocyclic 1,1-Enediamine as a Precursor to Piperidines’,
R.C.F. Jones and S.C. Hirst, ARKIVOC, 2003, part ii, 133-140
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* 3-(1-Aminoalkyl)isoxazole-4-carboxylic acids as peptide bond replacements',
R.C.F. Jones, S.J. Hollis and J.N. Iley, Tetrahedron: Asymmetry, 2000,
11, 3273-3276.
* An imidazoline pseudodipeptide suitable for solid phase peptide synthesis',
R.C.F. Jones and J. Dickson, J. Peptide Sci., 2000, 6, 621-624.
* Oxidative Cyclization of Cyclic Amidines, R.C.F. Jones, J.N. Iley and
J.E.Smith, 5th International Electronic Conference on Synthetic Organic
Chemistry (ECSOC-5) ISBN 3 906980 06 5
* Imidazoline Pseudopeptides as Mimics of Reverse Turn Structures, R.C.F.
Jones and J. Dickson, J. Peptide Sci., 2001, 7, 220-223.
* Synthesis by Conjugate Radical Addition of New Heterocyclic Amino Acids
with Nucleobase Side Chains, R.C.F. Jones, D.J.C. Berthelot and J.N. Iley,
Tetrahedron, 2001, 57, 6539-6555
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* Exploration of Nicholas Methodology Using Chiral Heterobimetallic Cobalt-molybdenum
Propargylium Complexes, S.D.R. Christie, R.J. Davoile and R.C.F. Jones,
Tetrahedron Lett., 2002, 43, 7167-7170.
* Novel Formation and Use of a Nicholas Carbocation in the Synthesis of
Highly Substituted Furan Ring Systems’, S.D.R. Christie, R. Davoile,
M.R.J. Elsegood, R. Fryatt, R.C.F. Jones and G.J. Pritchard, Chem. Commun.,
2004, 2474-2475.
* Preparation of Highly Substituted Pyrrolidines via an Organometallic
Dipole’, S.D.R. Christie, R.J. Davoile and R.C.F. Jones, Org. Biomol.
Chem., 2006, 4, 2683-2684.
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* A Novel Facile Solid-phase Strategy for the Synthesis of N,N',N''-Substituted
Guanidines, J.P. Kilburn, J. Lau and R.C.F. Jones, Tetrahedron, 2002,
58, 1739-1743.
* Substituted 2-Amino-1,3,4-thiadiazines: a Novel Solid-phase Approach,
J.P. Kilburn, J. Lau and R.C.F. Jones, Tetrahedron Lett., 2002, 43, 3309-3311.
* Solid-phase Synthesis of Substituted 1,3,4-Thiadiazoles, J.P. Kilburn,
J. Lau and R.C.F. Jones, Tetrahedron Lett., 2003, 44, 7825-7828.
Extended
list of publications
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