OXIDATIVE REACTIONS OP ortho-HYDROXTPHENYLKETONES WITH THALLIUM (III) TRIOXGNITRATE ( v ) TRIHYDRATE
OXIDATIVE REACTIONS OP ortho-HYDROXTPHENYLKETONES WITH THALLIUM (III) TRIOXGNITRATE ( v ) TRIHYDRATE
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Date
1989-05
Authors
AYO, RACHAEL GBEKELE-OLUWA
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Abstract
Oxidation of ortho-hydroxyphenyIketones with two molar equivalents of
t h a l l i um ( I l l ) t r i o x o n i t r a t e (v) t r i h y d r a t e (TTN) in methanol (MeOH)/
trimethyl ortho-formate (TMOF) mixture ( l : l ) gives the corresponding
2-alkyl-2,3,3-trimethoxy-2,3-dihydrobenzofuran in high y i e l d . This
r e a c t i o n c o n s t i t u t e s a simple and convenient method for the synthesis
of benzofuran d e r i v a t i v e s.
The ortho-hydroxyphenylketones are synthesised from the corresponding
phenyl e s t e r s via Pries rearrangement.
These benzofuran d e r i v a t i v e s are isomeric with
lactones which are of value in cancer therapy.
Description
A THESIS SUBMITTED TO THE POSTGRADUATE SCHOOL,
AHMADU BELLO UNIVERSITY, ZARIA, IN PARTIAL
FULFILMENT OF THE REQUIREMENTS FOR THE DEGREE
OF MASTER OF SCIENCE (ORGANIC CHEMISTRY)
Keywords
OXIDATIVE,, REACTIONS, ortho-HYDROXTPHENYLKETONES, THALLIUM, TRIOXGNITRATE, TRIHYDRATE