
TY  - JOUR
A1  - Babidge, PJ 
A1  - Massy-Westropp, RA 
T1  - The synthesis of 5-Alkylidenefuran-2(5H)-ones
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1981
VL  - 34
IS  - 8
SP  - 1745
EP  - 1756
KW  - 
UR  - https://doi.org/10.1071/CH9811745 
N2  - 5-Alkylidenefuran-2(5H)-ones can be synthesized efficiently from S- methyl 5-oxo-2,5-dihydro-furanylidenealkanethioates by treatment with Raney nickel. The ylidenealkanethioates are prepared from the Wittig reactions between cyclic anhydrides and (methylthio)carbonylmethylenetriphenyl-phosphorane or its alkylated derivative. The decarbonylation-desulfurization process proceeds largely with retention of configuration about the double bond. It is considered that the reaction proceeds by loss of carbon monoxide to give a thioenol ether which is subsequently hydrogenolysed to the 5- alkylidenefuran-2(5H)-one. 
ER  -

