AI Article Synopsis
- A new solid-phase method enables the effective creation of "traceless" sulfahydantoins, resulting in 28 derivatives with high crude purity (over 85%).
- The technique employs parallel synthesis using reductive alkylations, Mitsunobu reactions, and sulfamoylation on oxime resin to selectively substitute sulfahydantoin derivatives at specific positions (N(2) and N(5)).
- The mild conditions used in the reactions prevent racemization, though the yields for disubstituted compounds are lower.
Article Abstract
A novel solid-phase strategy allows the efficient preparation of "traceless" sulfahydantoins. A total of 28 derivatives, with crude purity generally higher than 85%, were prepared by parallel synthesis. Through reductive alkylations, Mitsunobu reactions, and sulfamoylation reactions on oxime resin, the synthetic strategy affords sulfahydantoin derivatives selectively substituted at N(2), N(5) and N(2), N(5) positions, although yields of disubstituted compounds are lower. The mild reaction conditions involved lead to sulfahydantoins without racemization.
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| http://dx.doi.org/10.1021/cc010073u | DOI Listing |
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