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DOI: 10.1055/s-0031-1289693
Efficient and Divergent Synthesis of Functionalized Cyclopropanes via Iodoform Reaction
Publication History
Publication Date:
03 February 2012 (online)
Abstract
Efficient and divergent one-pot synthesis of cyclopropyl amides and esters from readily available 1-acetylcyclopropanes via iodoform reaction based on the selection of reaction conditions is reported. A series of substituted cyclopropyl amides were synthesized from 1-acetylcyclopropanes, iodine, and ammonia in water in the presence of K2CO3 in good yields, whereas substituted cyclopropyl esters were obtained from the reaction of 1-acetylcyclopropanes with iodine and alcohols in the presence of DBU.
Key words
cyclopropanes - iodoform reaction - iodine - amide - water
- Supporting Information for this article is available online:
- Supporting Information
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References
The relative configurations of cis -1k, trans -1l, cis -2k, and trans -2l were determined by NOESY, see Supporting Information.