Abstract
Silicaphosphite (silphos), [PCl3-n(SiO2)n], as a heterogeneous phosphorous compound, catalyzes the thiocyanation of benzylic alcohols and silyl and THP ethers in the presence of I2 and NH4SCN in refluxing CH3CN. The produced silphos oxide byproduct can be easily separated by a simple filtration. Silphos is also used for the efficient and selective deprotection of silyl and THP-ethers to their corresponding alcohols.
Notes
a Conversion yield is based on GC analysis using n-octane as internal standard.
a GC and NMR yield using n-octane as internal standard.
b Yield% of thiocyanates and isothiocyanates were determined by NMR analysis.
c Gc yield.
d The reaction was done with 2 equivalents of silphos.
e All the products are known compounds and were identified by comparison of their physical and spectral data with those of authentic samples.Citation 1 , Citation 2
a GC yield using n-octane as internal standard.
b Reflux condition.