Sundaresan Prabhakar

Sundaresan Prabhakar is a synthetic organic chemist. He was born in 1937 in Madras (Chennai) (Tamil Nadu, India), where he was educated. He obtained his PhD under the supervision of [http://www.ias.ac.in/currsci/jan252002/219.pdf Professor T. R. Govindachari] in 1963 in [http://www.presidencychennai.com/ Presidency College] - University of Madras with the thesis “Studies on Heterocyclic Nitrogen Compounds”. From 1964-1968 he joined [http://www.chem.uga.edu/faculty/pelletier.html Professor S. W. Pelletier] group in the Organic Chemistry Department of the University of Georgia (Athens, USA) as a Research Associate, working in diterpene chemistry. On his return to India he was appointed Senior Research Fellow at Presidency College - Madras University, and worked for a short while in alkaloid synthesis. He then moved to the Chemistry Department of Imperial College London as an Academic Visitor (1969-1973), were he worked with [http://nobelprize.org/nobel_prizes/chemistry/laureates/1969/barton-bio.html Professor D. H. R. Barton] (The Nobel Prize in Chemistry 1969). The work focused in the study of α,ω-rearrangements. ["Studies in the Nature of α,ω-Rearrangements", Barton, D.H.R.; Prabhakar, S.; [http://www.rsc.org/Publishing/Journals/P1/article.asp?doi=P19740000781 Journal of the Chemical Society, Perkin 1, 1974, 781] .] In this period he met a Portuguese scientist, Ana M. Lobo, whom he later married. Arriving in Lisbon (Portugal) in 1973, he worked briefly in Gulbenkian Science Institute Laboratories at Oeiras, joining, shortly after the 1974 Portuguese Revolution, the staff of the then recently created New University of Lisbon (UNL). There he founded with his wife, the [http://www.dq.fct.unl.pt/qoa/lpg.html Lobo-Prabhakar research group] and stayed for the remaining of his scientific career. He was appointed full professor in the Chemistry Department of the Faculty of Sciences and Technology (FCT-UNL) in 1979, were he taught Advanced Organic Chemistry and Organic Synthesis. He was a pioneer in introducing in Portugal the study of organic synthesis using Corey’s retrosynthetic analysis. [ [2a] "Organic Synthetic Methodology" Prabhakar, S.; Serviços Graficos da UNL, Lisboa, 1976. [2b] "The Principles of Organic Synthetic Methodology", in Organic Synthetic Methodology, Prabhakar, S.; Lobo, A. M.; Prabhakar, S. (Editor), Edinova, 2000, Cap. 1, 19-68.] Co-author of more than one hundred publications and several patents, his scientific interests focused in the synthesis of pharmacologically active compounds, [ [3a] "A New Synthesis of Arcyriaflavin-A", Fonseca, A. P.; Lobo, A. M.; Prabhakar, S. [http://dx.doi.org/10.1016/0040-4039(95)00363-H Tetrahedron Letters, 1995, 36, 2689-2692] . [3b] "A Novel Approach to the Hexahydropyrrolo [2,3-b] -indole Nucleus: A Synthesis of (±)-Desoxyeseroline", Santos, P. F.; Lobo, A. M.; Prabhakar, S. [http://dx.doi.org/10.1016/0040-4039(95)01729-2 Tetrahedron Letters, 1995, 36, 8099-8100] . [3c] "A novel synthesis of arcyriaflavin-A via an intramolecular sulfur extrusion reaction", Marques, M. M. B.; Santos, M. M. M.; Lobo, A. M.; Prabhakar, S. [http://dx.doi.org/10.1016/S0040-4039(00)01782-2 Tetrahedron Letters, 2000, 41, 9835-9838] . [3d] "A New Synthesis of (-)-Debromoflustramine B, (+)-ent-Debromoflustramine B and (+)-Debromoflustramide B", Cardoso, A. S.; Natarajan, S.; Lobo, A. M.; Prabhakar, S. [http://dx.doi.org/10.1016/S0040-4039(01)01359-4 Tetrahedron Letters, 2001, 42, 6663-6666] . [3e] "A short synthesis of staurosporinone (k-252c)", Gaudencio, S.; Santos, M. M. M.; Lobo, A. M.; Prabhakar, S. [http://dx.doi.org/10.1016/S0040-4039(03)00279-X Tetrahedron Letters, 2003, 44, 2577-2578] . [3f] "A new approach to N-protected staurosporinones", Santos, M.M.M.; Lobo, A.M.; Prabhakar, S.; Marques, M.M.B. [http://dx.doi.org/10.1016/j.tetlet.2004.01.089 Tetrahedron Letters, 2004, 45, 2347-2349] . ] and in the development of new reagents and synthetic methodologies involving rearrangements, [ [4a] "Enehydroxylamines as Versatile Compounds in 3,3-Sigmatropic Rearrangements", Reis, L. V.; Lobo, A. M.; Prabhakar, S. [http://dx.doi.org/10.1016/S0040-4039(00)77022-5 Tetrahedron Letters, 1994, 35, 2747-2750] . [4b] "1-Aza-1´,3´-Diaza-3,3´-Sigmatropic Rearrangements - A Convenient Synthesis of Benzimidazole Derivatives", Carvalho, . T. V. L.; Lobo, A. M.; Branco, P. S.; Prabhakar, S. [http://dx.doi.org/10.1016/S0040-4039(97)00559-5 Tetrahedron Letters, 1997, 38, 3115-3118] . [4c] "Studies in Aza-Cope Reaction: a Formal Highly Enantioselective Synthesis of Tryprostatin B", Cardoso, A.S.; Lobo, A.M.; Prabhakar, S. [http://dx.doi.org/10.1016/S0040-4039(00)00455-X Tetrahedron Letters, 2000, 41, 3611-3613] . [4d] "A Formal Synthesis of (±)-Eseroline via an Aza-oxy-Cope Rearrangement", Santos, P. F.; Almeida, P. S.; Lobo, A. M.; Prabhakar, S. [https://www2.heterocycles.jp/u2/FMPro?-db=journalred.fp5&-format=/w2/JournalDetail.html&-lay=data&-Token.0=aka&-Token.3=COM-01-9177&-recid=81&-Script=citation&-find Heterocycles, 2001, 55, 1029-1043] . [4e] "Studies in 3-oxy-assisted 3-aza Cope rearrangements", Gomes, M. J. S.; Sharma, L.; Prabhakar, S.; Lobo, A. M.; Gloria, P. M. C. [http://rsc.org/Publishing/Journals/CC/article.asp?doi=b200469k Chemical Communications, 2002, 746-747] . [4f] "3,3-Sigmatropic Rearrangements Involving N-O Bond Cleavage of Enehydroxylamines Derivatives", Reis, L. V.; Lobo, A. M.; Prabhakar, S.; Duarte, M. P. [http://www3.interscience.wiley.com/cgi-bin/abstract/101522516/ABSTRACT?CRETRY=1&SRETRY=0 European Journal of Organic Chemistry, 2003, 1, 190-208] . [4g] "A formal synthesis of (±)-physostigmine via 3,3-rearrangement of a bis-enamine ", Santos, P.F.; Srinivasan, N.; Almeida, P.S; Lobo, A.M.; Prabhakar, S. [http://dx.doi.org/10.1016/j.tet.2005.07.030 Tetrahedron, 2005, 61, 9147-9156] . [4h] "N"-Hydroxy indoles as flexible substrates in rearrangements - a novel reaction with activated triple bonds", Duarte, M. P.; Mendonça, R. F.; Prabhakar, S; Lobo, A. M. [http://dx.doi.org/10.1016/j.tetlet.2005.12.021 Tetrahedron Letters, 2006, 47, 1173-1176] . [4i] "Studies in sigmatropic rearrangements of "N"-prenylindole derivatives – a formal enantiomerically pure synthesis of tryprostatin B" Cardoso A. S., Marques M. M. B., Srinivasan N., Prabhakar S., Lobo A. M., Rzepa H. S. [http://www.rsc.org/Publishing/Journals/OB/article.asp?doi=b606457d Organic & Biomolecular Chemistry 2006, 4, 3966-3972] .] radical chemistry, [ [5a] "Aryl-aryl Coupling by "n"-Tributylstannyl Hydride - An Efficient Phenanthridine Synthesis", Rosa, A.M.; Prabhakar, S.; Lobo, A.M. [http://dx.doi.org/10.1016/S0040-4039(00)98810-5 Tetrahedron Letters, 1990, 31, 1881-1884] . [5b] "Synthesis of Phenanthridines by Radical Caryl-Caryl Coupling", Rosa, A. M.; Lobo, A. M.; Branco, P. S.; Prabhakar, S.; Pereira, A. M. D. L. [http://dx.doi.org/10.1016/S0040-4020(96)00983-0 Tetrahedron, 1997, 53, 269-284] . [5c] "The Chemistry and Reactivity of Aryl Radicals - The C-C Bond Formation from "o"-Bromobenzylphenylethers with Tin Hydride and AIBN", Rosa, A. M.; Lobo, A. M.; Branco, P. S.; Prabhakar, S. [http://dx.doi.org/10.1016/S0040-4020(96)00984-2 Tetrahedron, 1997, 53, 285-298] .] asymmetric synthesis and catalysis. [ [6a] "A New Enantioselective Synthesis of "N"-Arylaziridines by Phase-Transfer Catalysis", Aires-de-Sousa, J.; Lobo, A. M.; Prabhakar, S. [http://dx.doi.org/10.1016/0040-4039(96)00490-X Tetrahedron Letters, 1996, 37, 3183-3186] . [6b] "Palladium(II)-Promoted Aziridination of Olefins with Bromamine-T as the Nitrogen Transfer Reagent", Antunes, M. M.; Marto, S. J. L.; Branco, P. C. S.; Prabhakar, S.; Lobo, A. M. [http://rsc.org/Publishing/Journals/CC/article.asp?doi=b008701g Chemical Communications, 2001, 405-406] . [6c] "Chiral Synthesis of "N"-Aryl Aziridines", Aires-de-Sousa, J.; Prabhakar, S.; Lobo, A. M.; Rosa, A. M.; Gomes, M. J. S.; Corvo, M. C. (in part); Williams, D. J.; White, A. J. P. [http://dx.doi.org/10.1016/S0957-4166(01)00548-1 Tetrahedron Asymmetry, 2002, 12, 3349-3365] . [6d] "Palladium(II) mediated aziridination of olefins with bromamine-T as the nitrogen source: scope and mechanism" Antunes, M. M.; Bonifacio, V.; Nascimento, S.; Branco, P. S.; Lobo, A. M.; Prabhakar, S., [http://dx.doi.org/10.1016/j.tet.2007.05.020 Tetrahedron, 2007, 63, 7009-7017] .] His group also made important contributions in the study of reaction intermediates. [ [7a] "Tetrahedral Intermediates formed during Acyl Transfer Reactions of Acetyl Cyanide", Lobo, A.M.; Marques, M.M.; Prabhakar, S.; Rzepa, H.S. [http://rsc.org/Publishing/Journals/C3/article.asp?doi=C39850001113 Journal Chemical Society, Chemical Communications, 1985, 1113-1115] . [7b] "Charactering a Tetrahedral Intermediate in an Acyl Transfer Reaction: An Undergraduate ¹H NMR Demonstration", Rzepa, H.S.; Lobo, A.M.; Marques, M.M.; Prabhakar, S. [http://jchemed.chem.wisc.edu/Journal/Issues/1987/Aug/index.html Journal of Chemical Education, 1987, 64, 725-726] . [7c] "Volumes of Reaction for the Formation of Some Analogues of Tetrahedral Intermediates", Isaacs, N.S.; Rzepa, H.S.; Sheppard, R.N.; Lobo, A.M.; Prabhakar, S.; Merbach, A.E. [http://rsc.org/Publishing/Journals/P2/article.asp?doi=P29870001477 Journal of the Chemical Society, Perkin 2, 1987, 1477-1482] . [7d] "Tetrahedral Intermediates formed by Nitrogen and Oxygen Attack of Aromatic Hydroxylamines on Acetyl Cyanides", Lobo, A.M.; Marques, M.M; Prabhakar, S.; Rzepa, H.S. [http://dx.doi.org/10.1021/jo00389a050 Journal of Organic Chemistry, 1987, 52, 2925-2927] .] During his academic career he was supervisor and co-supervisor of 28 PhD theses. In 2006 he was awarded the “Estimulo à Ciência” prize (Portuguese Government - MCTES) for his contribution to excellence in R&D. Despite his retirement in 2007, Professor Prabhakar is still involved in several research projects and giving his valuable contribution to synthetic organic chemistry challenges with energy and passion. Captain of a junior cricket team in his early days, he remains an enthusiastic cricket fan. His day always starts with a go at the crosswords of a major Indian newspaper.

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