Reductive <i>C</i>-alkylation

DOI Web Site 被引用文献1件

書誌事項

公開日
1968-11-01
権利情報
  • http://www.nrcresearchpress.com/page/about/CorporateTextAndDataMining
DOI
  • 10.1139/v68-545
公開者
Canadian Science Publishing

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説明

<jats:p> At 95–115°, paraformaldehyde and hydriodic acid completely C-methylate aromatics such as benzene and phenol. Pyrroles are C-methylated similarly, carbethoxy and acetyl groups being lost. In hydriodic acid at 15–45°, typical pyrroles retain these groups and all free positions are C-alkylated, methylated by paraformaldehyde, or otherwise alkylated by the appropriate carbonyl compound. The alkylation of a 2-free- by a 2-formylpyrrole led to a dipyrrylmethane. With pyrroles, hydriodic acid may be replaced by another strong acid and a reducing agent. This was necessary when a β-free pyrrole gave the iodo–alkyl derivative rather than the expected product. </jats:p>

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