Tetrahedron

Desulfonylation of amides using tributyltin hydride, samarium diiodide or zinc/titanium tetrachloride. A comparison of methods

HS Knowles, AF Parsons, RM Pettifer, S Rickling

文献索引：Knowles, Haydn S.; Parsons, Andrew F.; Pettifer, Robert M.; Rickling, Stephane Tetrahedron, 2000 , vol. 56, # 7 p. 979 - 988

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被引用次数: 55

摘要

Deprotection of N-sulfonylated amides can be achieved by reaction with Bu3SnH, SmI2 or TiCl4/Zn. All three methods gave good yields (typically> 60%) when using N-benzoyl or related amides while the corresponding N-acetyl derivatives proved to be inert to deprotection under the same reaction conditions. The mechanistic implications of this are discussed.