反应详情

The applicant also examined whether other acids can be converted to acid chlorides by this reagent. Reaction of PPh3 /SO2Cl2 with tetra-n-butyl ammonium diphenyl phosphate followed by quenching with ethanol in pyridine led to the phosphate triester in 63% isolated yield, indicating that this reaction may also be useful for the activation of phosphate diesters under very mild conditions. The same reaction does not appear to be preferred for the synthesis of acid chlorides from carboxylates. For example, treatment of triethylammonium benzoate with PPh3 /sulfuryl chloride, followed by the addition of ethanol in pyridine gave ethyl benzoate in only 16% yield. These results indicate that less nucleophilic salts such as sulfate monoesters, or sulfamates are likely to be better substrates for this type of activation than more nucleophilic ones.

1. customby quenching with ethanol in pyridine
2. customisolated
3. customyield
4. customThe same reaction