文档介绍：Preface
This book covers the fundamental properties anic free radicals and their synthetic
uses. It consists of twelve chapters, starting from fundamentals and physical properties of
organic free radicals, reduction and functional group conversion, cyclization, addition,
alkylation onto aromatics, Barton reaction and related reactions, Barton-bie
reaction, Barton decarboxylation, free radical reaction with metal hydrides, stereo-
selective free radical reactions, free radicals in biology, and free radicals for green
chemistry. The important factors in these free radical reactions are some radical specific
reactions, as mentioned in each chapter. Since the basic study on free radical reactions
has been established by Barton, Ingold, Stork, Beckwith, Giese, etc., free radical
reactions have e an increasingly important and attractive tool anic synthesis,
especially in the last two decades. Recently, in addition to a typical but toxic radical
reagent, . tributyltin hydride, much less toxic but more effective radical reagents such
as tris(trimethylsilyl)silane, 1,1,2,2-tetraphenyldisilane, samarium (II) iodide, indium, N-
acyloxy-2-thiopyridone, triethylborane, etc. have been developed. The author hopes that
the free radical reactions will be widely applied to the synthesis of biologically attractive
compounds with high chemoselectivity and stereoselectivity, and green chemistry, based
on the advantages of free radicals.
Finally, I would like to thank Dr. Adrian Shell and Mr. Derek Coleman in Elsevier Ltd.
Hideo Togo
Aug., 2003, Chiba, Japan
List of Abbreviations
Chemicals
AIBN a,a0-azobis(isobutyronitrile)
CAN cerium(IV) ammonium nitrate
DIBAL diisobutylaluminium hydride
DMAP 4-(dimethylamino)pyridine
DMSO dimethyl sulfoxide
HMPA hexamethylphosphoramide
LAH lithium aluminum hydride
LDA lithium diisopropylamide
mCPBA m-chloroperoxybenzoic acid
NBS N-inimide
NCS N-inimide
2·
O2 superoxide anion radical
PCC pyridinium chlorochromat