Preparation of 18O-bilabelled carboxylic acids: Cinnahic and phenylpropiolic acids via styrylisoxazoles

✍ Scribed by A Baracchi; S Chimichi; F. De Sio; D Donati; R Nesi; P. Sartifantoni; T Torroba

• Publisher: John Wiley and Sons
• Year: 1986
• Tongue: French
• Weight: 225 KB
• Volume: 23
• Category: Article
• ISSN: 0022-2135
• DOI: 10.1002/jlcr.2580230505

✦ Synopsis

FANTONI* a n d T.TORROBAa C e n t r o d i S t u d i o d e l C . N . R . s u l l a C h i m i c a e l a S t r u t t u r a d e i C o m p o s t i E t e r o c i c l i c i e l o r o A p p l i c a z i o n e , c / o D i p a r t i m e n t o d i C h i m i c a O r g a n i c a " U . S c h i f f " , V i a G . C a p p o n i , g -5 0 1 2 1 -F I R E N Z E I t a l y S U M M A R Y 3 -P h e n y l -2 -p r o p e n o i c ( c i n n a m i c ) a n d 3-L2H5] -p h e n y l -2 -p r o p e n o i c 1 8 0 -b i l a b e l l e d a c i d s ( z c , d ) a r e p r e p a r e d x g a l k a l i n e h y d r o l y s i s o f s t y r y l i s o x a z o l e s ( i a , b ) . T h e same r e a c t i o n c a r r i e d o u t o n t h e __ v i c -d i b r o m o c o m p o u n d s ( l a , b ) g a v e t h e 3 -p h e n y l -2 -p r o p y n o i c ( p h en y l p r o p i o l i c ) a n d 3 -[2H5]-phenyl-2-propynoic 1 8 0 -b i l a b e l l e d a c i d s ( i c , d ) , r e s p e c t i v e l y . KEY W O R D S O x y g e n -1 8 a n d d e u t e r i u m l a b e l l e d c o m p o u n d s ; 3 -p h e n y l -2 -p r o p e n o i c a n d 3 -p h e n y l -2 -p r o p y n o i c a c i d s .