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Professor Steven V Ley CBE FRS FMedSci
Professor Steven Ley is currently Professor of Chemistry and Director of Research at at the University of Cambridge. He is also a Fellow of Trinity College and was BP 1702 Professor of Chemistry for 21 years. Steve obtained his PhD from Loughborough University with Professor Harry Heaney and afterwards carried out postdoctoral research with Professor Leo Paquette (Ohio State University) and then Professor Derek Barton (Imperial College). He was appointed as a lecturer at Imperial College in 1975, promoted to Professor in 1983, and became Head of Department there in 1989. In 1990 he was elected to the Royal Society (London) and was President of The Royal Society of Chemistry from 2000-2002. Steve’s research interests are varied and span many disciplines including new synthetic methodologies, the total synthesis of natural products and the development of enabling technologies for chemical synthesis - especially in the area of flow chemistry technologies. Four spin-out companies have emerged from these research interests. Steve has published over 860 papers and has been honoured with 50 major awards including recently (since 2009): the Tetrahedron Prize for Creativity in Organic Chemistry (Elsevier); Heinrich Wieland Prize (Boehringer Ingelheim, Germany); The Paracelsus Prize (Swiss Chemical Society); The Royal Medal (The Royal Society, London); The Longstaff Prize (The Royal Society of Chemistry); the Franco-Britannique Prize (Société Chimique de France); and the IUPAC-Thales Nano Prize in Flow Chemistry. Professor Ley is also recipient of the 2018 Arthur C. Cope Award
Flow chemistry in Europe
This is an editorial for a Special Issu
Studies in the chemistry of benzobicyclo systems
Reactions of tetrahalogenobenzynes with certain tertiary arylamines
afford products which are derived by both 1,2- and 1,4-cyclo-addition as
well as from a betaine. The tetrahalogenobenzynes and benzyne react
with eneamines to give benzocyclobutene-derivatives via betaines; the
tetrahalogenobenzyne derivatives are readily hydrolysed to 2-tetrahalogenophenyl
cycloalkanones.
1-N-alkylamino derivatives of 5,6,7,8-tetrahalogeno-1,4-dihydronaphthalene
also undergo cleavage reactions in protic media. Thus, for example, 1-N, N-dimethylamino-tetrafluorobenzobarrelene gives 2,3,4,5-
tetrafluoro-k'-N, N-dimethylaminobiphenyl in high yield and 1,2,3,1-
tetrafluoro-5,8-dihydro-5,8-N-(-methyl)-iminonaphthalene affords 2'-
(2,3,4,5-tetrafluorophenyl)-N-methyl. pyrrole.
Apparent similarities between mass spectral and thermal processes
have been investigated in connection with retro-Diels-Alder reactions
leading to k, 5,6,7-tetrahalogeno-isobenzofurans and 1,5,6,7-tetrafluoro-
2-methylisoindole. These derivatives are more stable than the nonhalogenated
compounds.
The rearrangement reactions of 1-methoxybenzobarrelene derivatives
in strong acids have been studied. Various possible mechanistic pathways
have been investigated by deuterium labelling methods. Benzobicyclo[3.2.1]
derivatives arise via a 2-carbonium ion while a 3-carbonium ion leads to
benzobicyclo[2.2.2)dien-2-one derivatives. The solvolyses of certain
toluene-p-sulphonates have been used to check mechanistic predictions.
The position of protonation and the extent of the rearrangement can be
controlled by the use of alkyl substituents. Thus 2,6-dimethyl-l-methoxytetrafluorobenzobarrelene
affords only derivatives of benzobicyclo[3.2.1]-
octadiene while 3,5-dimethyl-l-methoxy-tetrafluorobenzobarrelene gives
products derived by rearrangement to the benzobicyclo[2.2.2] system
The Evolution of Flow Chemistry: An Opinion on Factors Driving Innovation
This article seeks to provide an overview of the environmental factors within the pharmaceutical industry that have contributed to the emergence of flow chemistry over the past two decades. It highlights some of the challenges facing the industry and describes how they are being overcome by the exponential trajectory of scientific progress in the area. We identify current trends and offer a speculative glimpse into the future of drug development and manufacturing with some examples of progress being made at CARBOGEN AMCIS
A multistep continuous flow synthesis machine for the preparation of pyrazoles via a metal-free amine-redox process.
A versatile multistep continuous flow setup is reported for the four-step conversion of anilines into pyrazole products. The synthesis machine incorporates the use of amine-redox chemistry through diazotization and a metal-free vitamin C mediated reduction. The machine can be used for the synthesis of an array of analogues or the scale up of an individual target.We are grateful to the Cambridge Home and European Scholarship Scheme (JSP) and EPSRC (DLB and SVL, grant numbers EP/K0099494/1 and EP/K039520/1) for financial support.This is the final version of the article. It first appeared from the Royal Society of Chemistry via http://dx.doi.org/10.1039/C5RE00082
Enabling Technologies for the Future of Chemical Synthesis.
Technology is evolving at breakneck pace, changing the way we communicate, travel, find out information, and live our lives. Yet chemistry as a science has been slower to adapt to this rapidly shifting world. In this Outlook we use highlights from recent literature reports to describe how progresses in enabling technologies are altering this trend, permitting chemists to incorporate new advances into their work at all levels of the chemistry development cycle. We discuss the benefits and challenges that have arisen, impacts on academic-industry relationships, and future trends in the area of chemical synthesis.We are grateful to the Woolf Fisher Trust (D.E.F), Syngenta Crop Protection AG (C.B.) and EPSRC (S.V.L., grant codes EP/K009494/1, EP/M004120/1 and EP/K039520/1) for financial assistance.This is the final version of the article. It first appeared from the American Chemical Society via https://doi.org/10.1021/acscentsci.6b0001
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